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Home > Synthesis of a Muscarinic Receptor Antagonist via a Diastereoselective Michael Reaction, Selective Deoxyfluorination and Aromatic Metal-Halogen Exchange Reaction

Synthesis of a Muscarinic Receptor Antagonist via a Diastereoselective Michael Reaction, Selective Deoxyfluorination and Aromatic Metal-Halogen Exchange Reaction

 

Toshiaki Mase,*,† Ioannis N. Houpis,*,‡ Atsushi Akao,† Ilias Dorziotis,‡ Khateeta Emerson,‡
Thoa Hoang,‡ Takehiko Iida,† Takahiro Itoh,† Keisuke Kamei,† Shinji Kato,† Yoshiaki Kato,†
Masashi Kawasaki,† Fengrui Lang,‡ Jaemoon Lee,‡ Joseph Lynch,‡ Peter Maligres,‡
Audrey Molina,‡ Takayuki Nemoto,† Shigemitsu Okada,† Robert Reamer,‡ Jake Z. Song,‡
David Tschaen,‡ Toshihiro Wada,† Daniel Zewge,‡ R. P. Volante,‡ Paul J. Reider,‡ and Koji Tomimoto†
Process R & D, Laboratories for Technology Development, Banyu Pharmaceutical Co. Ltd.,
Kamimutsuna 3-Chome-9-1, Okazaki, Aichi 444-0858, Japan, and Merck Research Laboratories,
Department of Process Chemistry, P.O. Box 2000, Rahway, New Jersey 07065
masetk@banyu.co.jp
Received May 9, 2001

 

Introduction
Over the past century classical muscarinic antagonists have been widely used for the treatment of certain diseases. However, their therapeutic applicability was limited, due to side effects in both the peripheral and central nervous system. In the past decade, this field has clearly been moving into the limelight due to the discovery of muscarinic receptors of distinctive subtypes, suggesting new therapeutic utility if ligands could be designed which selectively bind to each subtype. Five receptor subtypes have been so far identified and cloned (m1 to m5),1 and among them, four receptor subtypes (m1 to m4) have been pharmacologically classified as M1-M4 on the basis of their response to selective antagonists. Our recent drug candidate (1) is a highly potent, orally active, long acting, selective M3 antagonist and as such is being investigated for the treatment of chronic obstructive pulmonary diseases and urinary incontinence.


In addition to the interesting biological profiles, 1 poses a number of interesting synthetic challenges including the contiguous quaternary-tertiary chiral centers as well as a gem-difluoro functionality. The heterocyclic amine portion contains no chiral centers; however, an economical and elegant synthesis is still a significant task. In this paper we describe an efficient and scalable synthesis of the target molecule 1 by virtue of the following discoveries: (a) a Zn-triamine complex catalyzed, highly diastereoselective Michael reaction that establishes both chiral centers in one operation, (b) a chemoselective
deoxyfluorination reaction using the newly discovered reagent Deoxofluor and (c) a novel magnesium ate complex-induced metal-halogen exchange reaction which enables facile generation of a new, stable metallopyridine species at higher temperature.


The final target compound 1 can be conveniently dissected at the amide bond to give two segments, the carbocyclic mandelic acid derivative 2 and the heterocyclic polyamine 3. Typically, introduction of the gemdifluoro functionality could be envisioned by one of the following three ways:3 (1) a fluorinated building block, (2) an electrophilic fluorination process,4 or (3) a nucleophilic fluorination of a carbonyl group. We envisioned the latter approach to be the most efficient, thus generating the advanced ketone intermediate 4, with its contiguous quaternary and tertiary chiral centers. Application of a
retro-Michael transformation to ketone 4 generates the optically active mandelic acid (6) and the commercially available 2-cyclopenten-1-one (5) starting materials. In the forward, synthetic direction this analysis suggests the use of the Seebach chiral dioxolane 75 as an appropriate functionalized Michael partner with 2-cyclopenten-1-one (5) (Scheme 1).

 

Our retrosynthetic analysis (Scheme 2) of the amine
segment 3 reveals two key potential end game disconnections, (a) the C-N bond or (b) the C-C bond. The former suggests alkylation of the protected aminopiperidine 9 with a properly functionalized pyridine 8 by either reductive amination (with an aldehyde, R ) CHO) or a simple N-alkylation type displacement (R ) CH2X). The C-C bond formation approach suggests a sequential homologation of 9, for example via initial formation of the iminium cation 11 followed by treatment with a metalated pyridine 106 (i.e., the Petasis protocol (M ) B(OH)2).7 The aminopyridine moieties 8 or 10 could, in turn be made from the readily available and inexpensive 2,6-dibromopyridine (13) or 2-amino-6-picoline (14). In the case of 13, the amino group on the pyridine ring could potentially be introduced by a transition metal catalyzed aromatic amination.

 

II. Synthesis of the Mandelic Acid Fragment 2
A. Synthesis of the Mandelic Acid Acetal 7. The preparation of acetal 7 from mandelic was readily accomplished in the laboratory at kilogram scale according to the literature procedure.8 (R)-Mandelic acid (6), pivalaldehyde, and a catalytic amount of p-toluenesulfonic acid were heated at reflux in pentane while water was azeotropically removed by means of a Dean-Stark apparatus. The resulting solid was filtered and triturated in pentane at ambient temperature to afford the product in 85% yield as a single diastereomer. Unfortunately, safety considerations precluded the use of pentane at pilot plant scale and mandated the discovery of new methodology for this condensation. Unfortunately, simple replacement of pentane with safer and higher boiling solvents gave rather poor ratios of 7:16, making the
isolation of the desired diastereomer challenging. Therefore, we explored a chemical rather than azeotropic means for removal of water in the acetal formation.

 

Reaction of (R)-mandelic acid (6) with triisopropyl orthoformate in toluene at ambient temperature afforded intermediate 15 as an equilibrium mixture with the starting acid (15:6 ) 4:1). Distillation under vacuum effectively removed i-PrOH, thus driving the reaction to completion and producing 15 as a mixture of anomeric isomers. Addition of pivalaldehyde and a catalytic amount of TsOH-H2O (6 mol %) at ambient temperature afforded 7 and 16 in ratios exceeding 120:1 in favor of the desired isomer. Trituration from n-heptane then gave 7 as a pure diastereomer in 92% yield (Scheme 3). This impressive
stereochemistry appears to be kinetic in origin and will be discussed in more detail elsewhere.

 

B. Synthesis of the Michael Adduct 17. Over the last two decades, study of the Michael reaction has been intense since appropriate design and implementation of the reaction affords a C-C bond and potentially two contiguous chiral centers.9 The Heathcock group10 and others,11 in a series of elegant papers, have systematically addressed the mechanistic characteristics for the stereochemical course. However, the methodologies to construct contiguous stereogenic centers enantio- and diastereoselectively in one operation are limited.9,14 Furthermore, the general strategy for complex substrates targeting pharmaceutical drugs and natural products is still to be established due to the fact that the stereoselectivity significantly depends on effects of enolate counterions, additives, solvents, and temperature. Therefore, we first screened representative metal enolates to find an appropriate metal counterion for our system (Table 1). As illustrated in Table 1, in all cases, as expected, the facial
selectivity at the quarternary center was excellent (less than 10% 17b was generated in all reactions).12 It was also encouraging that the competing 1,2-addition to cyclopentenone 5 was not observed. However, the intrinsic diastereoselectivity of the reaction, as observed with Li, Na, K, Zr enolates, all favored the undesired isomer 17a. 13 In an attempt to investigate the effects of noncoordinating or coordinatively saturated metals, the silyl ketene acetal (enol-7; M ) SiR3) was synthesized and reacted with 6 in the presence of Lewis acids.10a,14

 

Interestingly, the results of this approach were unsatisfactory (entries 8-11), as the maximum ratio obtained was a marginal 2:1 favoring the desired compound. The best selectivity (17:17a) was achieved by the use of a Znenolate (entry 7), which gave a 3:1 ratio, favoring the desired product 17.15 It is intriguing to compare the difference between entries 4 and 5, both of which arise from Zr-enolates. With plain ZrCl4, an unfavorable ratio of 1:3.2 was obtained, and with the use of Cp2ZrCl2, the ratio improved to 2.8:1. While it is not surprising that a conformational change in the Zr-enolate, by the introduction of the Cp ligand, could result in a different diastereoselectivity, the magnitude of the difference (ca. 9-fold) is quite significant. Thus, since the Zn-enolate gave the best selectivity in the screening experiments, we focused our efforts on the use additive ligands to further improve the selectivity.

 

The Zn-enolate was generated by addition of a sievedried solution of ZnCl2 in THF to the Li-enolate at <-35°C (eq 1). Addition of 1 equiv of TMEDA had no effect on the selectivity of the reaction; however, additional amounts of TMEDA showed a substantial increase in the selectivity with a maximum ratio of 17:17a ) 8.6:1 in the presence of 20 equiv of TMEDA.16 Additional TMEDA (50 equiv) did not further enhance the selectivity. The fact that as much as 20 equiv of TMEDA was needed to secure the optimal diastereoselectivity strongly suggested solvent participation in the reaction. Since it is well-known
that THF can coordinate strongly with Zn-enolate, it was postulated that a less-coordinating solvent might allow reduction of the necessary amount of ligand with enhancement of the selectivity. Therefore, we successively focused on optimization of the solvent system. A number of polar, nonpolar, ethereal, and hydrocarbon solvents were examined and interestingly, our findings suggested that a substantial proportion of a nonchelating hydrocarbon solvent to a chelating solvent was necessary for demonstration of the additive effect of the ligand. The optimal combination was found to be DME:toluene (1:1,
wherein the maximum selectivity was obtained with only 4 equiv of TMEDA (vs 20 equiv in THF, 17:17a ) 11:1, 17:17a+17b ) 8.4:1; reaction yield ) 95%).

 

Finally, our optimization studies focused on the structure of the ligands (Table 2). Initial attempts with polydentate amine ligands, diol alkoxides,17 aminoalkoxides,18 and bis-amide and bis-sulfonamide anions were not effective, and low yields of 17 and poor ratios (17: 17a+17b) were obtained. However, to our great delight, unsymmetrical diamine ligands significantly increased the diastereoselectivity of this reaction. Indeed, merely substitution of one of the dimethyl amino groups in TMEDA with the diethyl amino moiety resulted in a significant increase (entry 3) in the diastereomer ratio.


Furthermore enclosing the nitrogen in a ring (entries 4-6) further increased the selectivity in favor of the desired isomer. It is also worth noting that the largest effect observed is on the facial selectivity of the cyclopentenone (as expressed in the ratio of 17:17a) while the face selectivity with respect to the enolate remains fairly constant (17+17a:17b). Thus, with TMEDA the ratio of 17:17a is 11:1 while use of the piperazinyl-derivative 18 (entry 5) resulted in an increased ratio of 17:17a to ca. 45:1. Interestingly, a symmetrical open-chain analogue did not perform satisfactorily in this reaction (entry 7). From the results in Table 2 we chose 1-(2-dimethylaminoethyl)-4-methylpiperazine (18, MAEP) as the preferred ligand for this reaction. Fortunately, this ligand was also the cheapest and most readily available.19

 

With satisfactory stereoselectivity for the Michael addition in hand, we modified this reaction condition to fit for the pilot plant implementation. Anhydrous ZnCl2 is very hygroscopic and is not soluble in either DME or toluene. Further experimentation revealed that preformation of the complex 1920 is operationally advantageous as the complex is not hygroscopic and thus can be used directly in the water sensitive Michael reaction.21 However, the reaction with 19 was heterogeneous and significant amount of solids were observed, and the solid was found to be the unreacted 19 itself.


We therefore examined the possibility of using less than 1 equiv of the ZnCl2-MAEP complex 19. Interestingly, only 15 mol % of 19 was needed to achieve an equal stereoselectivity and yield. This very interesting finding translated to a reduction in the quantities of 19 employed in the reaction which in turn produced a homogeneous reaction mixture, reduced raw materials cost, facilitated reaction workup, and provided a more environmentally friendly waste stream. Further detailed investigation indicated that the lithium enolate of 7 was significantly more stable in the presence of 18, 22 and the Zn-MAEP
complex 19 could act as an catalyst. In contrast, the reaction of the lithium enolate of 7 with cyclopentenone 5 was a very fast reaction (complete in e3 min). To explain these results, a detailed kinetic study was initiated (the full data to be presented elsewhere) with preliminary indications showing that the “Zn enolate” reacts 7-10 times faster (in the presence of 18) than the lithium enolate (with or without 18).

 

Our typical procedure for this reaction is shown in Scheme 4. A mixture of LDA and 18 (4 equiv) in DME at-15 °C was treated with a solution of 7 at -15 to -10°C. The resulting enolate, which is stable for several days at this temperature, was treated with 19 (15 mol %),23 and toluene was added. The resulting heterogeneous mixture was allowed to stand for 1 h at 0 °C upon which time 19 completely dissolved to give a homogeneous reaction mixture. It should be noted that this last operation is critical, and failure to perform it results in diminished selectivity (17:17a + 17b e 4:1). The mixture was then cooled to -78 °C (where it remained homogeneous), and cyclopentenone was added over 1 h. Acid quench and extractive workup afforded 17 in 83% assay yield. Finally, the product was isolated from EtOH:H2O (1:1) in 74% isolated yield with excellent chemical and diastereomeric purity on a 25 kg scale.

 

C. Difluorination of the Michael Adduct 17. In our initial attempts to convert 17 to the gem-difluoro compound 21, we employed several literature deoxyfluorination procedures,24 oxidative fluorination of ketone derivatives25 and SF4-HF.26 Although some success was realized with these methods, safety and reproducibility concerns prompted us to investigate alternative approaches.27 Fortuitously, Air Products Inc. had just announced the commercialization of a new, safer, and more reactive reagent for the conversion of carbonyls to gem-difluoro derivatives: Deoxofluor (20). Differential scanning calorimetry data indicated this compound might be safer than DAST or morpholino-DAST.28 Moreover, when 17 was reacted with 20 (2.5 equiv) in 1,2-dichloroethane at 40 °C, complete conversion to the difluoroacetal 21 was realized in ca. 24 h (80% assay yield). In comparison, temperatures of ca. 90 °C were required with DAST in order to obtain similar results. Despite the good yield of 21, two issues remained problematic. First the requirement for 2.5 equiv dramatically increased the cost of this step, and second, three major impurities were generated(22-24).


For the reaction described above (eq 2), 1.5% each of 22 and 23 as well as ca. 5% of 24 were formed. Moreover, these impurities could not be easily removed at this or later stages in the synthesis. To overcome these problems, we investigated reports in the literature that protic acids accelerate the deoxyfluorination reaction and thus may allow reduction of equivalents of Deoxofluor required. Hopefully, the increase in the rate of the desired reaction would also generate less of the impurities 22-24. Addition of H2O (20 mol %) to the reaction mixture, to generate HF in situ, or an anhydrous protonic acid (trifluoroacetic acid, 20 mol %) produced only a marginal rate increase (Table 3, entries 2, 3). More importantly these additives reduced the level of impurities 22-24 formed to approximately half of the amounts produced in the original reaction.

 

To our surprise, even small amounts of (5-10 mol %) of Lewis acids such as BF3‚OEt2 29 substantially retarded the rate of the reaction (70% conversion in 36 h at 40 °C and 95% conversion in 36 hat 55 °C). However, the yield of 21 improved by 10-12% (entry 4) and only trace amounts of 22-24 were formed; moreover, 1.4 equiv of Deoxofluor were sufficient to drive the reaction to completion. A typical procedure (eq 3) involved slow addition of BF3‚OEt2 to a cold (0 °C) solution of 20 in toluene followed by allowing the mixture to stand for 1 h at 0 °C. A solution of 17 in toluene was added over 3 h, and the mixture was heated to 55 °C for 36 h. Careful quench into a NaOH solution, while constantly maintaining basic pH, followed by extractive workup afforded 21 in ca. 92% assay yield.


D. Hydrolysis of the Acetal 21. Hydrolysis of crude 21 to give the key acid fragment 2 was accomplished conveniently under basic conditions (eq 4). Treatment of the deep brown solution of 21 in MeOH with 5 equiv of aqueous LiOH (1 M) at 45 °C effected a rapid methanolysis of the acetal to produce the methyl ester and a subsequent slow hydrolysis (45 °C, 20 h) to give the desired hydroxy acid 2. Compound 2 was treated with dicyclohexylamine (DCHA) to give the crude DCHA salt 25 which was recrystallized from MeOH-H2O (1:1) to give pure 25 in 75% yield from 21. 30 The purity of this compound by HPLC analysis was g99%.

 

It is noteworthy that we have been unable to effect the hydrolysis of 21 under acidic conditions even though the starting acetal 7 was fairly easily hydrolyzed in acidic methanol solutions. Heating of 21 with H2SO4 (2 M) in MeOH or EtOH at reflux resulted in recovery of the starting material (97%).31


II. Amine Synthesis
Since a number of attempts6,7 to effect coupling of the iminium cation species with metallopyridines gave unsatisfactory results (Scheme 2), we focused our attention on the C-N retrosynthesis path (b), Scheme 2. To prepare the bromomethyl pyridine (8: R ) CH2Br) from 2-amino-6-picoline (14), radical bromination of 2-Bocamino-6-picoline with NBS/AIBN was examined.32 However, considerable amounts of the corresponding dibromo side product were obtained, and it was difficult to suppress the undesired path even after many attempts. We therefore turned our attention to selective formylation of 2,6-dibromopyridine (13) for the reductive amination protocol with a protected amino piperidine.

 

A. Synthesis of 6-Bromo-2-formylpyridine (26).
Selective monometalation of 2,6-dibromopyridine (13) is a useful way to produce diversely functionalized pyridine derivatives and thus has received considerable attention. Lithium-bromide exchange of 13 with 1.00 equiv of BuLi proceeded cleanly in THF at -78 °C to give the monolithiated compound, and addition of DMF followed by aqueous workup afforded the product 26 in excellent yield(eq 5).33 


However, cryogenic temperatures (e-70 °C) and pinpoint accuracy of the BuLi charge were essential for the success of the above metalation/formylation reaction.33 The latter was particularly crucial and was also the most difficult parameter to control on scale-up (Scheme 5). The need for perfect control of the BuLi charge lies in the fact that exposure of the monolithiated species 27 to excess BuLi readily affords the bis-lithiated species 28 which eventually produces 29. On the other hand, a slight deficiency in BuLi results in reaction of 27 with unreacted 13 to give the ortho-lithiated product 30 and 2 bromopyridine (31). Reaction of 30 with DMF affords 32.

 

Interestingly, replacement of THF with CH2Cl2 34 or PhCH3 35 allowed the use a slight excess of BuLi (1.05-1.1 equiv). However, cryogenic conditions were still necessary as intermediate 27 was not stable at temperatures above -50 °C. To prepare a more stable intermediate, we next focused on the magnesium-bromine exchange reaction. Magnesium-halogen exchange reactions are also well established,36 and Que´guiner et al have recently reported the magnesium-bromine exchange of 2,6-dibromopyridine(13) using i-PrMgCl.37 On the basis of this procedure, we aggressively refined the reaction conditions. However, even after optimization, the reaction was relatively sluggish and required excess i-PrMgCl for completion.

 

In addition, formation of the side product 2-formyl-6-isopropylpyridine after treatment with DMF could not be ignored (more than 5%). Interestingly, the metalated mono-bromopyridine intermediate from i-PrMgCl was quite stable at 20 °C even after standing for a long time (>24 h). It should also be noted that Knochel et al. have reported the i-Pr2Mg-induced exchange reaction of 2,6-dibromopyridine (13) (albeit a sluggish reaction).38 These results prompted us to devise a new metalation protocol that addressed both issues of low temperature and stoichiometry. Ideally, this solution requires that the desired metalated species should have stability similar to the RMgX and R2Mg species; however, its reactivity should be greater. With this in mind, we envisioned that a magnesium ate complex such as R3MgLi, would possess the necessary reactivity difference, between BuLi and RMgX/R2Mg, and might also exhibit the requisite stability profile. To our best knowledge, no report on a magnesium ate complex induced metal-halogen exchange reaction had been published at that time, although several examples with other metal-based ate complexes are known.39 Furthermore, in all cases reported, only one alkyl on the metal was active in the exchange reaction.

 

After several attempts, we were pleased to find that the halogen-metal exchange reaction of 13 cleanly proceeded at -10 °C in toluene with only 0.35 equiv of n-Bu3MgLi (prepared by mixing n-Bu2Mg and n-BuLi according to the literatures).40 However, since it is known that n-Bu2Mg can be prepared from n-BuMgCl and n-BuLi,41 we chose to prepare the speculated ate complex by direct reaction of n-BuMgCl and n-BuLi as a more convenient and safer alternative method. Indeed, the reagent prepared from mixing n-BuMgCl (0.35 equiv to 13) and n-BuLi (0.70 equiv to 13) in a ratio of 1:2 in toluene at -10 °C showed similar reactivity to the one prepared from n-Bu2Mg. Treatment of the above prepared, R3MgLi species with 13, in toluene, resulted in complete consumption of the starting dibromopyridine,
indicating conversion to the desired mono-bromopyridine derived ate complex 33 and upon subsequent quenching yielded 2-bromopyridine (31), quantitatively. Analogously, when the reaction mixture was treated with DMF at -10 °C, the desired 6-bromo-2-formylpyridine (26) was formed in 94-97% assay yield (eq 6).

 

This remarkable metal-bromine exchange at higher temperature did not occur cleanly with either of the components alone. Extensive decomposition occurred with n-BuLi at -10 °C, and n-BuMgCl and n-Bu2Mg were much less active. In addition, this exchange is not sensitive to the accuracy of the reagent charge, unlike the original lithium-bromine exchange. The combination of various amounts of n-BuMgCl and n-BuLi were comparable to the typical procedure (0.35/0.7equiv) and afforded 26 in 96% yield. In conclusion, this novel, n-Bu3MgLi metal-halogen exchange reaction provides a robust, scaleable process for selective functionlization of 2,6-dibromopyridine.42 Detailed studies using n-Bu3MgLi and related complexes will be reported elsewhere.

 

B. Reductive Amination Reaction to form 36

The preparation of the key bromopyridine intermediate 36 was accomplished by reductive amination of aldehyde 26 with readily available 4-Boc-aminopiperidine 3543 (eq 7). The aldehyde and piperidine acetic acid salt were mixed in toluene:THF(1:1), and NaHB(OAc)3 44 was introduced slowly as a DMSO solution over 3 h. The crude reaction mixture was partitioned between toluene and water and crystallized to give 36 in 82% overall yield (from 13).

 

C. Aromatic Amination To Form 39. Amination of aromatic halides under transition metal catalysis has received considerable attention in the past few years,45 and a bigger challenge involves the introduction of the unsubstituted “NH2” group. Although direct methods including classical copper-catalyzed amination with ammonia exsist, they are mechanistically ill defined and generally employ harsh or inconvenient conditions.46,47 Several ingenious procedures have been developed to introduce variably substituted amine surrogates.48 Among them, benzophenone imine (37) appears to be optimal due to its facile hydrolysis to NH2, 49 despite economic and volumetric productivity issues. We examined several more available ammonia equivalents using Pd, Ni, or Cu based catalysts without much success. Consequently, benzophenone imine (37) was used for the amination (Scheme 6). Typically, bromopyridine 36 in toluene was treated with 0.25 mol % of Pd(OAc)2 and 0.5 mol % of diphenylphosphino ferrocene (dppf) followed by 1.1 equiv of t-BuONa and the imine 37. The mixture was heated to 80 °C for 1 h, n-Bu3P was added,50 and the toluene solution was stirred with aqueous citric acid to effect hydrolysis of the imine of 38 while leaving the Boc protecting group intact. The benzophenone byproduct and most of the palladium remain in the organic layer and are easily removed. The product 39 was isolated from the aqueous layer by basification and extraction. Crystallization from i-PrOAc/n-heptane (1:2.5) afforded 39 in 86% yield. D. Boc-Deprotection Reaction To Form 3. Deprotection of the Boc group was readily achieved by treatment of 39 with excess anhydrous (or aqueous concentrated) HCl in methanol at 40 °C for 4 h. The tris-HCl salt thus produced was isolated by removal of the volatile components followed by crystallization from MeOH:tBuOMe (1:2) in 92% yield and 99.9% purity (eq 8).

s

 

A streamlined protocol for coupling of the dicyclohexylamine salt 25 was also developed. A solution of 25 in H2O is treated with 3 equiv of NaOH and extracted with heptane. The organic phase, containing free dicyclohexylamine, is removed, and the remaining aqueous solution of the sodium salt of 2 (an extra 2 equiv of base) is treated with 3 in CH3CN. The excess NaOH neutralizes two equiv of acid from 3, and the mixture is treated with HOBT and EDC. The resulting homogeneous mixture is stirred for 16 h at ambient temperature to produce 1 in 80-85% yield after extractive workup and i-PrOAc/nheptane crystallization (eq 9).

 

Conclusion
A highly efficient and convergent synthesis of drug candidate 1 was accomplished in excellent overall yield. The synthesis is highlighted by the following transformations: (1) a triisopropyl orthoformate-induced acetalization was used as an alternative to the usual azeotropic approach to give the desired mandelic acid derived dioxolane with unprecedented stereoselectivity, (2) a novel zinc-MAEP complex was demonstrated to catalyze a selective lithium enolate Michael reaction (which was itself inactivated by MAEP) to produce the desired adduct with high diastereoselectivity (this finding is in contrast to the usual case where a transition-metal catalytically activates inactive Zn-containing organometallics), (3) Deoxofluor/BF3‚OEt2 was demonstrated as a highly efficient and selective reagent for the conversion of functionalized ketones to their corresponding geminally difluorinated derivatives (this reagent proved to be superior to DAST in suppression of vinyl fluoride side product formation), (4) n-Bu3MgLi was shown to be a highly effective reagent for selective metal-halogen exchange of 2,6-dihalopyridines and obviated the need for cryogenic reaction conditions (as required with the alkyllithium reagents). This approach should be widely applicable to other aryl or vinyl halides. This work enabled us to provide multi-kilograms of highly pure bulk drug without the use of chromatographic purification.

The heterocyclic amine portion contains no chiral centers; however, an economical and elegant synthesis is still a significant task:

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2,1,3-Benzoxadiazole, 5-[2-chloro-4-(trifluoromethyl)phenoxy]-, 3-oxide

Catalog No.:AG0002FD MDL No.:

MF:C13H6ClF3N2O3 MW:330.6465

CAS No. 100594-86-3

Pyrrolidine, 2-(5-hexen-1-yl)-5-(8-nonen-1-yl)-

Catalog No.:AG0002FC MDL No.:

MF:C19H35N MW:277.4879

CAS No. 100595-07-1

2(1H)-Quinoxalinone, 3-(bromomethyl)-6,7-dimethoxy-1-methyl-

Catalog No.:AG0002FB MDL No.:

MF:C12H13BrN2O3 MW:313.1472

CAS No. 100595-17-3

9H-Indeno[2,1-c]pyridazine

Catalog No.:AG0002FA MDL No.:

MF:C11H8N2 MW:168.1946

CAS No. 100595-21-9

2H-Indeno[2,1-c]pyridazine-3,9-dione

Catalog No.:AG0002F9 MDL No.:

MF:C11H6N2O2 MW:198.1775

CAS No. 100595-22-0

9H-Indeno[2,1-c]pyridazin-9-one

Catalog No.:AG0002F8 MDL No.:

MF:C11H6N2O MW:182.1781

CAS No. 100596-02-9

2-Propen-1-one, 2-(aminomethyl)-1-phenyl-

Catalog No.:AG0002F7 MDL No.:

MF:C10H11NO MW:161.2004

CAS No. 100596-16-5

2,4-Pentanedione, 3-(1,3-dithian-2-yl)-

Catalog No.:AG0002F6 MDL No.:MFCD01096960

MF:C9H14O2S2 MW:218.3363

CAS No. 100596-38-1

1,3-Benzenedicarboxylic acid, 5-[2-amino-4-(methoxycarbonyl)phenoxy]-, 1,3-dimethyl ester

Catalog No.:AG0002F5 MDL No.:

MF:C18H17NO7 MW:359.3301

CAS No. 100596-39-2

1,3-Benzenedicarboxylic acid, 5-[4-(methoxycarbonyl)-2-nitrophenoxy]-, 1,3-dimethyl ester

Catalog No.:AG0002F4 MDL No.:

MF:C18H15NO9 MW:389.3130

CAS No. 100596-88-1

Cysteine, S-(1,2-dichloroethenyl)-2-methyl-

Catalog No.:AG0002F3 MDL No.:

MF:C6H9Cl2NO2S MW:230.1122

CAS No. 100596-91-6

3-Heptenenitrile, (3E)-

Catalog No.:AG0002F2 MDL No.:

MF:C7H11N MW:109.1689

CAS No. 100599-06-2

1H-Indole-1-carboxamide, 5-chloro-2,3-dihydro-2-oxo-

Catalog No.:AG0002F1 MDL No.:

MF:C9H7ClN2O2 MW:210.6171

CAS No. 100599-27-7

1H-Indole-1-carboxamide, 5-chloro-2,3-dihydro-2-oxo-3-(2-thienylcarbonyl)-

Catalog No.:AG0002F0 MDL No.:

MF:C14H9ClN2O3S MW:320.7509

CAS No. 100599-62-0

Acetamide, 2-chloro-N-(3-fluoro-4-methylphenyl)-

Catalog No.:AG0002EZ MDL No.:MFCD03152474

MF:C9H9ClFNO MW:201.6253

CAS No. 100599-71-1

1H-1,2,4-Triazol-3-amine, 5-(hexylthio)-

Catalog No.:AG0002EY MDL No.:

MF:C8H16N4S MW:200.3044

CAS No. 100599-91-5

Guanidine, N-(4-methyl-2-thiazolyl)-, hydrochloride (1:1)

Catalog No.:AG0002EX MDL No.:MFCD00053024

MF:C5H9ClN4S MW:192.6698

CAS No. 1006-03-7

CYCLOHEXANONE-2,2,6,6-D4

Catalog No.:AG0002FK MDL No.:

MF:C6H6D4O MW:102.1676

CAS No. 1006-08-2

6H-Purin-6-one, 1,7-dihydro-7-methyl-

Catalog No.:AG0002FJ MDL No.:MFCD26131841

MF:C6H6N4O MW:150.1380

CAS No. 1006-11-7

6H-Purin-6-one, 3,9-dihydro-3-methyl-

Catalog No.:AG0002FI MDL No.:MFCD22195479

MF:C6H6N4O MW:150.1380

CAS No. 1006-12-8

6H-Purine-6-thione, 3,9-dihydro-3-methyl-

Catalog No.:AG0002G9 MDL No.:

MF:C6H6N4S MW:166.2036

CAS No. 1006-19-5

3H-Indazol-3-one, 1,2-dihydro-1-methyl-

Catalog No.:AG0002G8 MDL No.:MFCD15526779

MF:C8H8N2O MW:148.1619

CAS No. 1006-23-1

2,4,6-Pyrimidinetriamine, 5-nitroso-

Catalog No.:AG0002G7 MDL No.:MFCD00006096

MF:C4H6N6O MW:154.1300

CAS No. 1006-24-2

2,4(1H,3H)-Pyrimidinedione, 3-ethyl-6-methyl-

Catalog No.:AG0002G6 MDL No.:

MF:C7H10N2O2 MW:154.1665

CAS No. 1006-26-4

1H-Pyrrole-2-carboxaldehyde, 3,4-diethyl-

Catalog No.:AG0002G5 MDL No.:

MF:C9H13NO MW:151.2056

CAS No. 1006-31-1

Benzene, 1,2,4,5-tetrachloro-3-methyl-

Catalog No.:AG0002G4 MDL No.:

MF:C7H4Cl4 MW:229.9187

CAS No. 1006-33-3

Ethanone, 1-(2-bromo-5-fluorophenyl)-

Catalog No.:AG0002G3 MDL No.:MFCD07780635

MF:C8H6BrFO MW:217.0350

CAS No. 1006-34-4

Benzamide, 2-bromo-5-fluoro-

Catalog No.:AG0002G2 MDL No.:MFCD03094322

MF:C7H5BrFNO MW:218.0231

CAS No. 1006-39-9

Ethanone, 1-(2-bromo-4-fluorophenyl)-

Catalog No.:AG0002G1 MDL No.:MFCD00077464

MF:C8H6BrFO MW:217.0350

CAS No. 1006-41-3

Benzoic acid, 2-bromo-4-fluoro-

Catalog No.:AG0002G0 MDL No.:MFCD00055370

MF:C7H4BrFO2 MW:219.0079

CAS No. 1006-44-6

3-Thiophenecarboxylic acid, 4-hydroxy-, ethyl ester

Catalog No.:AG0002FZ MDL No.:

MF:C7H8O3S MW:172.2016

CAS No. 1006-47-9

Quinoline, 8-iodo-

Catalog No.:AG0002FY MDL No.:MFCD08062396

MF:C9H6IN MW:255.0551

CAS No. 1006-50-4

Quinoline, 5-iodo-

Catalog No.:AG0002FX MDL No.:MFCD11183301

MF:C9H6IN MW:255.0551

CAS No. 1006-51-5

5(1H)-Quinolinone, 2,3,4,6,7,8-hexahydro-

Catalog No.:AG0002FW MDL No.:

MF:C9H13NO MW:151.2056

CAS No. 1006-59-3

Phenol, 2,6-diethyl-

Catalog No.:AG0002FV MDL No.:MFCD01707589

MF:C10H14O MW:150.2176

CAS No. 1006-64-0

Pyrrolidine, 2-phenyl-

Catalog No.:AG0002FU MDL No.:MFCD01631835

MF:C10H13N MW:147.2169

CAS No. 1006-65-1

Isoxazole, 3-phenyl-

Catalog No.:AG0002FT MDL No.:MFCD00464218

MF:C9H7NO MW:145.1580

CAS No. 1006-67-3

Isoxazole, 5-phenyl-

Catalog No.:AG0002FS MDL No.:MFCD00090038

MF:C9H7NO MW:145.1580

CAS No. 1006-68-4

Oxazole, 5-phenyl-

Catalog No.:AG0002FR MDL No.:MFCD00067074

MF:C9H7NO MW:145.1580

CAS No. 1006-71-9

Piperidine, 1-(4,5-dihydro-3-thienyl)-

Catalog No.:AG0002FQ MDL No.:

MF:C9H15NS MW:169.2871

CAS No. 1006-75-3

Morpholine, 4-(4,5-dihydro-3-thienyl)-

Catalog No.:AG0002FP MDL No.:

MF:C8H13NOS MW:171.2599

CAS No. 1006-76-4

Morpholine, 4-(3-thienyl)-

Catalog No.:AG0002FO MDL No.:

MF:C8H11NOS MW:169.2440

CAS No. 1006-82-2

Morpholine, 4-(4,5-dihydro-1H-imidazol-2-yl)-

Catalog No.:AG0002FN MDL No.:MFCD01312866

MF:C7H13N3O MW:155.1976

CAS No. 1006-83-3

1,3,2-Dioxaphospholane, 2-phenyl-

Catalog No.:AG0002FM MDL No.:

MF:C8H9O2P MW:168.1296

CAS No. 1006-93-5

Benzenecarboximidoyl chloride, N-ethyl-

Catalog No.:AG0002FL MDL No.:

MF:C9H10ClN MW:167.6354

CAS No. 1006-94-6

1H-Indole, 5-methoxy-

Catalog No.:AG0002GY MDL No.:MFCD00005674

MF:C9H9NO MW:147.1739

CAS No. 1006-99-1

Benzothiazole, 5-chloro-2-methyl-

Catalog No.:AG0002GX MDL No.:MFCD00022881

MF:C8H6ClNS MW:183.6579

CAS No. 10060-08-9

Chromic acid (H2CrO4), calcium salt (1:1), dihydrate (8CI,9CI)

Catalog No.:AG0002GW MDL No.:MFCD00221777

MF: MW:

CAS No. 10060-12-5

Chromium chloride (CrCl3), hydrate (1:6)

Catalog No.:AG0002GT MDL No.:MFCD00149660

MF:Cl3CrO6 MW:254.3515

CAS No. 10060-13-6

Cuprate(2-), tetrachloro-, diammonium, dihydrate (8CI,9CI)

Catalog No.:AG0002GS MDL No.:MFCD00150384

MF: MW:

CAS No. 10060-17-0

Potassium, (diphenylmethyl)-

Catalog No.:AG0002GR MDL No.:

MF:C13H11K MW:206.3247

CAS No. 10060-32-9

1,2-Naphthalenedicarboxylic acid, 1,2-dimethyl ester

Catalog No.:AG0002GQ MDL No.:

MF:C14H12O4 MW:244.2427

CAS No. 10060-33-0

1,8-Naphthalenedicarboxylic acid, 1,8-dimethyl ester

Catalog No.:AG0002GP MDL No.:

MF:C14H12O4 MW:244.2427

CAS No. 10060-34-1

Ethanone, 1,1'-(1,6-naphthalenediyl)bis-

Catalog No.:AG0002GO MDL No.:

MF:C14H12O2 MW:212.2439

CAS No. 10060-88-5

3-Thiazolidineethanol, 2-imino-α-phenyl-

Catalog No.:AG0002GN MDL No.:

MF:C11H14N2OS MW:222.3067

CAS No. 10060-96-5

Hydrazinecarboximidothioic acid, 2-cyclopentylidene-, methyl ester

Catalog No.:AG0002GM MDL No.:

MF:C7H13N3S MW:171.2632

CAS No. 100602-08-2

Chrysene, dodecahydro-

Catalog No.:AG0002GL MDL No.:

MF:C18H24 MW:240.3832

CAS No. 100602-16-2

Butanol, mercapto-

Catalog No.:AG0002GK MDL No.:

MF:C4H10OS MW:106.1866

CAS No. 100603-32-5

Osmocene, 1,1',2,2',3,3',4,4',5,5'-decamethyl-

Catalog No.:AG0002GJ MDL No.:

MF:C20H30Os MW:460.6822

CAS No. 1006037-03-1

Benzoic acid, 4-(1-aminocyclopropyl)-, methyl ester

Catalog No.:AG0002GD MDL No.:MFCD11616340

MF:C11H13NO2 MW:191.2264

CAS No. 1006037-07-5

Thiophene, 3-bromo-2,5-dimethyl-4-[[4-(trifluoromethyl)phenyl]methyl]-

Catalog No.:AG0002GC MDL No.:

MF:C14H12BrF3S MW:349.2093

CAS No. 1006037-08-6

3-Thiophenecarboxylic acid, 2,5-dimethyl-4-[[4-(trifluoromethyl)phenyl]methyl]-

Catalog No.:AG0002GB MDL No.:

MF:C15H13F3O2S MW:314.3227

CAS No. 1006037-09-7

Thiophene, 2,5-diMethyl-3-[[4-(trifluoroMethyl)phenyl]Methyl]-

Catalog No.:AG0002GA MDL No.:MFCD17926241

MF:C14H13F3S MW:270.3132

CAS No. 100604-28-2

1,4-Dioxane, 2,5-bis(1,1-dimethylethoxy)-, trans- (9CI)

Catalog No.:AG0002GI MDL No.:

MF:C12H24O4 MW:232.3166

CAS No. 100604-29-3

1,4-Dioxane, 2-[(trimethylsilyl)oxy]-

Catalog No.:AG0002GH MDL No.:

MF:C7H16O3Si MW:176.2856

CAS No. 100604-63-5

1,3-Dioxepin, 2-(2-chloroethyl)-4,7-dihydro-

Catalog No.:AG0002GG MDL No.:

MF:C7H11ClO2 MW:162.6140

CAS No. 100604-91-9

Selenocyanic acid, 1-(dimethylphenylsilyl)butyl ester

Catalog No.:AG0002GF MDL No.:

MF:C13H19NSeSi MW:296.3422

CAS No. 100604-95-3

Propaneselenal (9CI)

Catalog No.:AG0002GE MDL No.:

MF:C3H6Se MW:121.0397

CAS No. 1006047-63-7

Benzenecarboximidamide, 2,4,6-trifluoro-, hydrochloride (1:?)

Catalog No.:AG0002H2 MDL No.:MFCD04114456

MF:C7H6ClF3N2 MW:210.5841

CAS No. 100605-51-4

1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 6-methoxy-

Catalog No.:AG0002HG MDL No.:MFCD11053511

MF:C6H7N5O MW:165.1527

CAS No. 1006052-55-6

Pyridine, 4-chloro-2-(phenylmethoxy)-

Catalog No.:AG0002H1 MDL No.:

MF:C12H10ClNO MW:219.6669

CAS No. 100606-37-9

2-Propenoic acid, 3-(4-methoxy-2-methylphenyl)-, ethyl ester, (2E)-

Catalog No.:AG0002HF MDL No.:

MF:C13H16O3 MW:220.2643

CAS No. 100606-74-4

2,8-Nonadien-1-ol

Catalog No.:AG0002HE MDL No.:

MF:C9H16O MW:140.2227

CAS No. 100606-78-8

1-Butanol, 2,3-dibromo-3-methyl-

Catalog No.:AG0002HD MDL No.:

MF:C5H10Br2O MW:245.9403

CAS No. 100606-80-2

Propanimidic acid, 2-chloro-, ethyl ester

Catalog No.:AG0002HC MDL No.:

MF:C5H10ClNO MW:135.5920

CAS No. 100606-82-4

Butanoic acid, 2-amino-3-chloro-, methyl ester

Catalog No.:AG0002HB MDL No.:

MF:C5H10ClNO2 MW:151.5914

CAS No. 1006062-27-6

1H-Imidazole-5-methanol, 2-butyl-4-chloro-1-[[2'-(2H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-, 5-acetate

Catalog No.:AG0002H0 MDL No.:

MF:C24H25ClN6O2 MW:464.9473

CAS No. 1006062-28-7

2H-Tetrazole, 5-[4'-[[2-butyl-4-chloro-5-[(triphenylmethoxy)methyl]-1H-imidazol-1-yl]methyl][1,1'-biphenyl]-2-yl]-

Catalog No.:AG0002GZ MDL No.:

MF:C41H37ClN6O MW:665.2251

CAS No. 100607-02-1

Ethanimidamide, 2-(2,4-dichlorophenoxy)-

Catalog No.:AG0002HA MDL No.:MFCD09757548

MF:C8H8Cl2N2O MW:219.0679

CAS No. 100607-15-6

Ethanamine, 2-(3-bromophenoxy)-N-methyl-

Catalog No.:AG0002H9 MDL No.:MFCD08691788

MF:C9H12BrNO MW:230.1017

CAS No. 100608-37-5

Isoquinoline, 3,4-dihydro-1-(2-methylpropyl)-

Catalog No.:AG0002H8 MDL No.:

MF:C13H17N MW:187.2808

CAS No. 100608-70-6

Propanamide, N-(1,2,3,4-tetrahydro-2-naphthalenyl)-

Catalog No.:AG0002H7 MDL No.:

MF:C13H17NO MW:203.2802

CAS No. 100609-71-0

Benzaldehyde, 4-[[2-(acetyloxy)ethyl]ethylamino]-

Catalog No.:AG0002H6 MDL No.:

MF:C13H17NO3 MW:235.2790

CAS No. 100609-98-1

3-Oxetanemethanol, 3-ethyl-, phenylcarbamate (9CI)

Catalog No.:AG0002H5 MDL No.:

MF:C13H17NO3 MW:235.2790

CAS No. 10061-01-5

1-Propene, 1,3-dichloro-, (1Z)-

Catalog No.:AG0002HN MDL No.:MFCD00062949

MF:C3H4Cl2 MW:110.9699

CAS No. 10061-02-6

1-Propene, 1,3-dichloro-, (1E)-

Catalog No.:AG0002HM MDL No.:MFCD00000985

MF:C3H4Cl2 MW:110.9699

CAS No. 10061-11-7

1H-Imidazole, 4,5-dihydro-2-(1-naphthalenylmethyl)-, nitrate (1:?)

Catalog No.:AG0002HL MDL No.:

MF:C14H15N3O3 MW:273.2872

CAS No. 10061-65-1

Propanamide, 2-(acetylamino)-3-mercapto-N-methyl-, (2R)-

Catalog No.:AG0002HK MDL No.:

MF:C6H12N2O2S MW:176.2367

CAS No. 10061-68-4

1,3-Propanediamine, N1,N3-diethyl-

Catalog No.:AG0002HJ MDL No.:MFCD00009036

MF:C7H18N2 MW:130.2312

CAS No. 10061-71-9

2-Butenedioic acid, 2-methyl-, 1,4-bis(2-methylpropyl) ester, (2Z)-

Catalog No.:AG0002HI MDL No.:

MF:C13H22O4 MW:242.3114

CAS No. 10061-72-0

2-Butenedioic acid, 2-methyl-, 1,4-bis(phenylmethyl) ester, (2Z)-

Catalog No.:AG0002HH MDL No.:

MF:C19H18O4 MW:310.3438

CAS No. 100610-03-5

Benzoic acid, 4-[(butylamino)carbonyl]-, methyl ester

Catalog No.:AG0002H4 MDL No.:MFCD09418666

MF:C13H17NO3 MW:235.2790

CAS No. 100610-68-2

4-Thiomorpholineacetic acid, α-(phenylmethyl)-, 1,1-dioxide

Catalog No.:AG0002H3 MDL No.:MFCD02186946

MF:C13H17NO4S MW:283.3434

CAS No. 100611-66-3

Benzene, [(3-cyclohexen-1-yloxy)methyl]-

Catalog No.:AG0002IA MDL No.:

MF:C13H16O MW:188.2655

CAS No. 100612-04-2

Furan, 2,2'-(1-ethylpropylidene)bis-

Catalog No.:AG0002I9 MDL No.:

MF:C13H16O2 MW:204.2649

CAS No. 100612-18-8

Ethanone, 2-phenyl-1-(tetrahydro-2H-pyran-2-yl)-

Catalog No.:AG0002I8 MDL No.:

MF:C13H16O2 MW:204.2649

CAS No. 100612-50-8

1,3-Butanedione, 1-(4-methoxyphenyl)-2,2-dimethyl-

Catalog No.:AG0002I7 MDL No.:

MF:C13H16O3 MW:220.2643

CAS No. 100612-64-4

2-Hexanone, 5-(benzoyloxy)-

Catalog No.:AG0002I6 MDL No.:

MF:C13H16O3 MW:220.2643

CAS No. 100612-81-5

Propanoic acid, 2-[(4-formylphenyl)thio]-2-methyl-, ethyl ester

Catalog No.:AG0002I5 MDL No.:

MF:C13H16O3S MW:252.3293

CAS No. 100612-91-7

1,3-Benzodioxole-2-propanoic acid, 2-methyl-, ethyl ester

Catalog No.:AG0002I4 MDL No.:

MF:C13H16O4 MW:236.2637

CAS No. 100613-03-4

Benzenepropanoic acid, 4-(acetyloxy)-, ethyl ester

Catalog No.:AG0002I3 MDL No.:

MF:C13H16O4 MW:236.2637

CAS No. 100613-36-3

1,3-Butanedione, 1-(3,4,5-trimethoxyphenyl)-

Catalog No.:AG0002I2 MDL No.:

MF:C13H16O5 MW:252.2631

CAS No. 100613-73-8

Propanedioic acid, 2-(3,4-dimethoxyphenyl)-, 1,3-dimethyl ester

Catalog No.:AG0002I1 MDL No.:

MF:C13H16O6 MW:268.2625

CAS No. 100614-10-6

Benzoic acid, 5-bromo-2-hydroxy-, hexyl ester

Catalog No.:AG0002I0 MDL No.:

MF:C13H17BrO3 MW:301.1763

CAS No. 100614-59-3

Benzene, 1-chloro-4-(chlorocyclohexylmethyl)-

Catalog No.:AG0002HZ MDL No.:

MF:C13H16Cl2 MW:243.1721

CAS No. 100615-48-3

Benzamide, N-[1-(aminocarbonyl)cyclopentyl]-

Catalog No.:AG0002HY MDL No.:MFCD09027905

MF:C13H16N2O2 MW:232.2783

CAS No. 100615-58-5

2,4-Imidazolidinedione, 5-(2-methylpropyl)-5-phenyl-

Catalog No.:AG0002HX MDL No.:MFCD04613018

MF:C13H16N2O2 MW:232.2783

CAS No. 100616-00-0

Carbamic acid, N-(3-isocyanato-4-methylphenyl)-, butyl ester

Catalog No.:AG0002HW MDL No.:

MF:C13H16N2O3 MW:248.2777

CAS No. 100616-09-9

4-Pyridinecarboxylic acid, 3-cyano-6-(1,1-dimethylethyl)-1,2-dihydro-2-oxo-, ethyl ester

Catalog No.:AG0002HV MDL No.:MFCD00173781

MF:C13H16N2O3 MW:248.2777

CAS No. 100617-33-2

Acetamide, N-[2-(1,1-dimethylethyl)phenyl]-N-methyl-

Catalog No.:AG0002HU MDL No.:

MF:C13H19NO MW:205.2961

CAS No. 100617-42-3

Benzenemethanamine, 4-(cyclohexyloxy)-

Catalog No.:AG0002HT MDL No.:MFCD08699726

MF:C13H19NO MW:205.2961

CAS No. 100617-49-0

Cyclohexanemethanamine, 2-phenoxy-

Catalog No.:AG0002HS MDL No.:

MF:C13H19NO MW:205.2961

CAS No. 100618-31-3

Carbamic acid, N-(4-phenylbutyl)-, ethyl ester

Catalog No.:AG0002HR MDL No.:

MF:C13H19NO2 MW:221.2955

CAS No. 100618-60-8

3-Pyridinecarboxylic acid, heptyl ester

Catalog No.:AG0002HQ MDL No.:

MF:C13H19NO2 MW:221.2955

CAS No. 100619-37-2

Morpholine, 4-[2-[(phenylmethyl)sulfonyl]ethyl]-

Catalog No.:AG0002HP MDL No.:

MF:C13H19NO3S MW:269.3599

CAS No. 100620-48-2

Benzene, 1-(3-chloropropoxy)-4-(1,1-dimethylethyl)-

Catalog No.:AG0002HO MDL No.:

MF:C13H19ClO MW:226.7424

CAS No. 100620-68-6

Benzenepropanamine, N,N-bis(2-chloroethyl)-

Catalog No.:AG0002IY MDL No.:

MF:C13H19Cl2N MW:260.2027

CAS No. 1006201-17-7

Urea, N-(3-chlorophenyl)-N'-[1-[(3,4-dichlorophenyl)methyl]-1H-pyrazol-3-yl]-

Catalog No.:AG0002IJ MDL No.:MFCD06080122

MF:C17H13Cl3N4O MW:395.6703

CAS No. 100621-82-7

9H-Xanthene, 1-methoxy-

Catalog No.:AG0002IX MDL No.:

MF:C14H12O2 MW:212.2439

CAS No. 100621-89-4

Benzene, [[2-(phenylsulfonyl)ethenyl]thio]-

Catalog No.:AG0002IW MDL No.:

MF:C14H12O2S2 MW:276.3739

CAS No. 100622-13-7

1(2H)-Naphthalenone, 2,2-bis(acetyloxy)-

Catalog No.:AG0002IV MDL No.:

MF:C14H12O5 MW:260.2421

CAS No. 100622-34-2

Boronic acid, B-9-anthracenyl-

Catalog No.:AG0002IU MDL No.:MFCD03425925

MF:C14H11BO2 MW:222.0469

CAS No. 100622-41-1

1H-Benzimidazole, 2-[(4-bromophenyl)methyl]-

Catalog No.:AG0002IT MDL No.:MFCD00273342

MF:C14H11BrN2 MW:287.1545

CAS No. 100623-71-0

Pyridinium, 1-[2-(1-naphthalenylphenylamino)-2-oxoethyl]-, chloride (1:1)

Catalog No.:AG0002IS MDL No.:

MF:C23H21ClN2O MW:376.8786

CAS No. 100627-39-2

Benzoic acid, 2-[(4-ethoxy-4-oxobutyl)[(4-methylphenyl)sulfonyl]amino]-, methyl ester

Catalog No.:AG0002IR MDL No.:MFCD00666419

MF:C21H25NO6S MW:419.4913

CAS No. 100627-92-7

Pyridinium, 4-[(4-nitrophenyl)methyl]-1-(2-oxo-2-phenylethyl)-, bromide (1:1)

Catalog No.:AG0002IQ MDL No.:

MF:C20H17BrN2O3 MW:413.2646

CAS No. 100628-08-8

2H-Tetrazolium, 2-(4-methoxyphenyl)-3,5-diphenyl-, chloride (1:1)

Catalog No.:AG0002IP MDL No.:

MF:C20H19ClN4O MW:366.8441

CAS No. 10063-16-8

Androst-4-en-3-one, 17-(dimethylamino)-, (17β)- (9CI)

Catalog No.:AG0002J0 MDL No.:

MF:C21H33NO MW:315.4928

CAS No. 10063-97-5

1,3-Cyclohexadiene-1-carboxylic acid, 2,6,6-trimethyl-, methyl ester

Catalog No.:AG0002IZ MDL No.:

MF:C11H16O2 MW:180.2435

CAS No. 1006300-01-1

4-Pyrimidineacetonitrile, α-(3-bromo-5-methylphenyl)-2,6-dimethoxy-5-(1-methylethyl)-

Catalog No.:AG0002II MDL No.:

MF:C18H20BrN3O2 MW:390.2743

CAS No. 1006300-02-2

Methanone, (3-bromo-5-methylphenyl)[2,6-dimethoxy-5-(1-methylethyl)-4-pyrimidinyl]-

Catalog No.:AG0002IH MDL No.:

MF:C17H19BrN2O3 MW:379.2484

CAS No. 1006300-03-3

2,4(1H,3H)-Pyrimidinedione, 6-(3-bromo-5-methylbenzoyl)-5-(1-methylethyl)-

Catalog No.:AG0002IG MDL No.:

MF:C15H15BrN2O3 MW:351.1952

CAS No. 1006319-29-4

1H-Pyrazole-1-acetic acid, 3-amino-

Catalog No.:AG0002IF MDL No.:MFCD04969585

MF:C5H7N3O2 MW:141.1280

CAS No. 100632-50-6

1-Naphthalenol, 5,6,7,8-tetrahydro-5-(1-piperidinylmethyl)-

Catalog No.:AG0002IO MDL No.:

MF:C16H23NO MW:245.3599

CAS No. 100632-57-3

Benzenebutanoic acid, 4-[(methylsulfonyl)amino]-γ-oxo-

Catalog No.:AG0002IN MDL No.:MFCD04117906

MF:C11H13NO5S MW:271.2896

CAS No. 100632-58-4

Benzenebutanamide, N-ethyl-N-heptyl-4-[(methylsulfonyl)amino]-γ-oxo-

Catalog No.:AG0002IM MDL No.:MFCD09839032

MF:C20H32N2O4S MW:396.5441

CAS No. 100633-34-9

Benzenecarbothioic acid, 4-(pentyloxy)-, S-(4-chlorophenyl) ester

Catalog No.:AG0002IL MDL No.:

MF:C18H19ClO2S MW:334.8603

CAS No. 100633-60-1

Benzoic acid, 4-ethyl-, 4-fluorophenyl ester

Catalog No.:AG0002IK MDL No.:

MF:C15H13FO2 MW:244.2609

CAS No. 1006333-08-9

1H-Pyrazol-4-amine, 1-(2,2-difluoroethyl)-

Catalog No.:AG0002IE MDL No.:MFCD08558974

MF:C5H7F2N3 MW:147.1260

CAS No. 1006333-32-9

1H-Pyrazole-4-carboxaldehyde, 1-(2-methylpropyl)-

Catalog No.:AG0002ID MDL No.:MFCD08559037

MF:C8H12N2O MW:152.1937

CAS No. 1006334-34-4

1H-Pyrazole-3-carboxylic acid, 4-amino-1-methyl-

Catalog No.:AG0002IC MDL No.:MFCD08558492

MF:C5H7N3O2 MW:141.1280

CAS No. 100634-10-4

1-Propanone, 1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-

Catalog No.:AG0002JP MDL No.:

MF:C15H14O5 MW:274.2687

CAS No. 100634-21-7

Adenosine 5'-(trihydrogen diphosphate), 8-azido-, P'-α-D-glucopyranosyl ester, labeled with carbon-14 (9CI)

Catalog No.:AG0002JO MDL No.:

MF:C16H26N8O14P2 MW:616.3704

CAS No. 100634-66-0

Peroxide, bis(4-chloro-2,2,3,3,4,4-hexafluoro-1-oxobutyl) (9CI)

Catalog No.:AG0002JN MDL No.:

MF:C8Cl2F12O4 MW:458.9700

CAS No. 100634-91-1

Gadolinium hydroxide (Gd(OH)3), hydrate (9CI)

Catalog No.:AG0002JM MDL No.:

MF:GdH5O4 MW:226.2873

CAS No. 1006348-71-5

1H-Pyrazole-1-acetonitrile, 3-(trifluoromethyl)-

Catalog No.:AG0002J6 MDL No.:MFCD04969709

MF:C6H4F3N3 MW:175.1113

CAS No. 1006349-08-1

1H-Pyrazol-3-amine, 4-chloro-1-methyl-

Catalog No.:AG0002J5 MDL No.:MFCD04970039

MF:C4H6ClN3 MW:131.5635

CAS No. 100636-38-2

4-Penten-2-one, 1-chloro-

Catalog No.:AG0002JL MDL No.:

MF:C5H7ClO MW:118.5615

CAS No. 100636-39-3

5-Hexenoic acid, 3-oxo-, methyl ester

Catalog No.:AG0002JK MDL No.:

MF:C7H10O3 MW:142.1525

CAS No. 1006365-26-9

2-Pyridinecarboxylic acid, 5-bromo-1,6-dihydro-3-methyl-6-oxo-, methyl ester

Catalog No.:AG0002J4 MDL No.:MFCD22033942

MF:C8H8BrNO3 MW:246.0580

CAS No. 100637-33-0

2-Pyridinecarboxylic acid, 3-[[3-(acetylthio)-2-methyl-1-oxopropyl]amino]-

Catalog No.:AG0002JJ MDL No.:

MF:C12H14N2O4S MW:282.3156

CAS No. 100637-60-3

4H-1,4-Benzothiazine-4-acetic acid, 2,3-dihydro-3-oxo-

Catalog No.:AG0002JI MDL No.:MFCD00665896

MF:C10H9NO3S MW:223.2484

CAS No. 1006376-60-8

Benzenemethanol, α-(chloromethyl)-3,4-difluoro-, (αS)-

Catalog No.:AG0002J3 MDL No.:MFCD09863590

MF:C8H7ClF2O MW:192.5904

CAS No. 1006376-61-9

Cyclopropanecarboxylic acid, 2-(3,4-difluorophenyl)-, ethyl ester, (1R,2R)-

Catalog No.:AG0002J2 MDL No.:MFCD22419930

MF:C12H12F2O2 MW:226.2193

CAS No. 1006376-62-0

Cyclopropanecarboxamide, 2-(3,4-difluorophenyl)-, (1R,2R)-

Catalog No.:AG0002J1 MDL No.:MFCD22380631

MF:C10H9F2NO MW:197.1814

CAS No. 100638-02-6

Propanoic acid, 2-[(3-nitro-2-pyridinyl)thio]-

Catalog No.:AG0002JH MDL No.:MFCD00205148

MF:C8H8N2O4S MW:228.2251

CAS No. 100638-20-8

2H-1,4-Benzothiazin-3(4H)-one, 7-fluoro-

Catalog No.:AG0002JG MDL No.:

MF:C8H6FNOS MW:183.2027

CAS No. 100638-26-4

Propanamide, 3-chloro-N-(3-fluorophenyl)-

Catalog No.:AG0002JF MDL No.:MFCD01213656

MF:C9H9ClFNO MW:201.6253

CAS No. 100638-28-6

Benzeneacetic acid, α-bromo-2-fluoro-, ethyl ester

Catalog No.:AG0002JE MDL No.:MFCD21977270

MF:C10H10BrFO2 MW:261.0876

CAS No. 100639-11-0

β-D-Glucopyranosylamine, N-(triphenylphosphoranylidene)-

Catalog No.:AG0002JD MDL No.:

MF:C24H26NO5P MW:439.4407

CAS No. 100641-08-5

2-Buten-1-ol, 2-[(trimethylsilyl)methyl]-, (2Z)-

Catalog No.:AG0002JC MDL No.:

MF:C8H18OSi MW:158.3134

CAS No. 100641-65-4

Bicyclo[2.2.1]hepta-2,5-diene-2-carboxylic acid, 2-naphthalenyl ester

Catalog No.:AG0002J9 MDL No.:

MF:C18H14O2 MW:262.3026

CAS No. 100642-59-9

Benzenemethanol, 2-[(trimethylsilyl)methyl]-, 1-acetate

Catalog No.:AG0002J8 MDL No.:

MF:C13H20O2Si MW:236.3822

CAS No. 100642-98-6

L-Leucine, N-[(1,1-dimethylethoxy)carbonyl]-L-leucyl-L-leucyl-L-leucyl-L-leucyl-2-methylalanyl-L-leucyl-L-leucyl-L-leucyl-, phenylmethyl ester (9CI)

Catalog No.:AG0002J7 MDL No.:

MF:C64H111N9O12 MW:1198.6192

CAS No. 100643-06-9

2-Propenoic acid, 2-cyano-3-(propylamino)-, ethyl ester, (E)- (9CI)

Catalog No.:AG0002KE MDL No.:

MF:C9H14N2O2 MW:182.2197

CAS No. 100643-09-2

2-Propenoic acid, 2-cyano-3-(propylamino)-, ethyl ester, (Z)- (9CI)

Catalog No.:AG0002KD MDL No.:

MF:C9H14N2O2 MW:182.2197

CAS No. 100643-25-2

4-Pyrimidinol, 2-amino-

Catalog No.:AG0002KC MDL No.:MFCD00023256

MF:C4H5N3O MW:111.1020

CAS No. 100643-27-4

4-Pyrimidinol, 2,6-diamino-

Catalog No.:AG0002KB MDL No.:MFCD00006098

MF:C4H6N4O MW:126.1166

CAS No. 100643-34-3

Phosphine, [(ethenyldimethylsilyl)methyl]diphenyl-

Catalog No.:AG0002KA MDL No.:

MF:C17H21PSi MW:284.4079

CAS No. 100643-71-8

5H-Benzo[5,6]cyclohepta[1,2-b]pyridine, 8-chloro-6,11-dihydro-11-(4-piperidinylidene)-

Catalog No.:AG0002K9 MDL No.:MFCD00871949

MF:C19H19ClN2 MW:310.8206

CAS No. 1006436-44-7

1H-Pyrazol-4-amine, 1-methyl-3-(trifluoromethyl)-

Catalog No.:AG0002JW MDL No.:MFCD04970058

MF:C5H6F3N3 MW:165.1164

CAS No. 100644-65-3

1H-Pyrazolo[3,4-d]pyrimidin-6-amine, 4-chloro-

Catalog No.:AG0002K8 MDL No.:MFCD08059805

MF:C5H4ClN5 MW:169.5718

CAS No. 100644-66-4

1H-Pyrazolo[3,4-d]pyrimidin-6-amine, 4-chloro-1-methyl-

Catalog No.:AG0002K7 MDL No.:MFCD18793423

MF:C6H6ClN5 MW:183.5983

CAS No. 100644-67-5

1H-Pyrazolo[3,4-d]pyrimidin-6-amine, 4-methoxy-

Catalog No.:AG0002K6 MDL No.:MFCD09264064

MF:C6H7N5O MW:165.1527

CAS No. 100644-89-1

Benzoic acid, 4-hydroxy-3-methoxy-, 4-formyl-2-methoxyphenyl ester

Catalog No.:AG0002K5 MDL No.:

MF:C16H14O6 MW:302.2788

CAS No. 1006441-05-9

1H-Pyrazole-4-carboxylic acid, 1-methyl-3-[[[(1-methyl-1H-pyrazol-4-yl)methyl]amino]carbonyl]-

Catalog No.:AG0002JV MDL No.:MFCD06806838

MF:C11H13N5O3 MW:263.2526

CAS No. 1006441-36-6

1H-Pyrazole-4-sulfonyl chloride, 1-[5-(trifluoromethyl)-2-pyridinyl]-

Catalog No.:AG0002JU MDL No.:MFCD08689729

MF:C9H5ClF3N3O2S MW:311.6681

CAS No. 100645-45-2

β-D-Galactofuranoside, 4-nitrophenyl

Catalog No.:AG0002K4 MDL No.:

MF:C12H15NO8 MW:301.2494

CAS No. 100645-99-6

Pentane, 1,1,1,2,2,3,3,5,5,5-decafluoro-4-methyl-4-(trifluoromethyl)-

Catalog No.:AG0002K3 MDL No.:

MF:C7H3F13 MW:334.0780

CAS No. 1006453-71-9

1H-Pyrazole-4-sulfonyl chloride, 3-methyl-1-(1-methylethyl)-

Catalog No.:AG0002JT MDL No.:MFCD06805443

MF:C7H11ClN2O2S MW:222.6924

CAS No. 100646-00-2

Hexane, 1,1,1,2,2,3,3-heptafluoro-4,4-bis(trifluoromethyl)-

Catalog No.:AG0002K2 MDL No.:

MF:C8H5F13 MW:348.1045

CAS No. 100646-69-3

1,3,5-Triazin-2(1H)-one, 6-(propylamino)-

Catalog No.:AG0002K0 MDL No.:

MF:C6H10N4O MW:154.1698

CAS No. 100646-79-5

Pyridinium, 1-[(formyloxy)methyl]-

Catalog No.:AG0002JZ MDL No.:

MF:C7H8NO2+ MW:138.1439

CAS No. 1006463-92-8

1H-Pyrazol-5-amine, 1-[(2,4-dimethoxyphenyl)methyl]-

Catalog No.:AG0002JS MDL No.:MFCD07838430

MF:C12H15N3O2 MW:233.2664

CAS No. 1006463-99-5

1H-Pyrazol-5-amine, 3-(3-chlorophenyl)-1-phenyl-

Catalog No.:AG0002JR MDL No.:MFCD06738764

MF:C15H12ClN3 MW:269.7289

CAS No. 1006469-41-5

1H-Pyrazole-1-ethanol, 4-methyl-

Catalog No.:AG0002JQ MDL No.:MFCD06804913

MF:C6H10N2O MW:126.1564

CAS No. 100647-24-3

9,10-Anthracenedione, 1,2,3,4-tetrahydro-6-sec-pentyl- (9CI)

Catalog No.:AG0002JY MDL No.:

MF:C19H22O2 MW:282.3768

CAS No. 100647-74-3

Adenosine, 2-(1-decynyl)- (9CI)

Catalog No.:AG0002JX MDL No.:

MF:C20H29N5O4 MW:403.4754

CAS No. 100647-93-6

1H-Purine-1-butanoic acid, 2,3,6,7-tetrahydro-3-methyl-2,6-dioxo-7-propyl-

Catalog No.:AG0002KZ MDL No.:

MF:C13H18N4O4 MW:294.3064

CAS No. 1006471-43-7

1H-Pyrazole-4-carbonitrile, 1-ethyl-3-methyl-

Catalog No.:AG0002KK MDL No.:MFCD04969707

MF:C7H9N3 MW:135.1665

CAS No. 100648-08-6

Propanamide, N-hydroxy-3-(trimethylsilyl)-

Catalog No.:AG0002KY MDL No.:

MF:C6H15NO2Si MW:161.2743

CAS No. 100648-09-7

Propanamide, N-hydroxy-3-(trimethylgermyl)-

Catalog No.:AG0002KX MDL No.:

MF:C6H15GeNO2 MW:205.8288

CAS No. 100648-13-3

1H-Benzimidazole, 6-chloro-5-(2,3-dichlorophenoxy)-2-(methylsulfinyl)-

Catalog No.:AG0002KW MDL No.:MFCD09038493

MF:C14H9Cl3N2O2S MW:375.6575

CAS No. 100648-29-1

Prosta-5,13-dien-1-oic acid, 9,15-dihydroxy-11-methylene-, (5Z,9α,13E,15S)-

Catalog No.:AG0002KV MDL No.:MFCD03411989

MF:C21H34O4 MW:350.4923

CAS No. 1006490-05-6

1H-Pyrazole-4-carboxaldehyde, 3-cyclopropyl-1-ethyl-

Catalog No.:AG0002KJ MDL No.:MFCD04970941

MF:C9H12N2O MW:164.2044

CAS No. 10065-45-9

L-Aspartic acid, 4-[(2-nitrophenyl)methyl] ester

Catalog No.:AG0002L3 MDL No.:

MF:C11H11N2O6- MW:267.2148

CAS No. 10065-71-1

Glycine, N-(triphenylmethyl)-, methyl ester

Catalog No.:AG0002L2 MDL No.:MFCD06795924

MF:C22H21NO2 MW:331.4076

CAS No. 10065-72-2

L-Alanine, methyl ester

Catalog No.:AG0002L1 MDL No.:MFCD00047910

MF:C4H9NO2 MW:103.1198

CAS No. 10065-79-9

Carbamic acid, N,N'-carbonimidoylbis-, C,C'-bis(phenylmethyl) ester

Catalog No.:AG0002L0 MDL No.:MFCD13180465

MF: MW:

CAS No. 100650-33-7

1H-Pyrazino[1,2-a]quinolin-1-one, 2,3,4,4a,5,6-hexahydro-

Catalog No.:AG0002KU MDL No.:

MF:C12H14N2O MW:202.2524

CAS No. 100650-65-5

Guanidine, N-cyano-N''-methyl-N'-[(3,4,6,7-tetrahydropyrano[3,4-d]imidazol-4-yl)methyl]-

Catalog No.:AG0002KT MDL No.:

MF:C10H14N6O MW:234.2578

CAS No. 100650-69-9

Guanidine, N-cyano-N''-methyl-N'-[2-[[(3,4,6,7-tetrahydropyrano[3,4-d]imidazol-4-yl)methyl]thio]ethyl]-

Catalog No.:AG0002KS MDL No.:

MF:C12H18N6OS MW:294.3759

CAS No. 100650-75-7

Thiopyrano[3,4-d]imidazole-4-methanamine, N-cyclopentyl-1,4,6,7-tetrahydro-, (2E)-2-butenedioate (1:1) (9CI)

Catalog No.:AG0002KR MDL No.:

MF:C16H23N3O4S MW:353.4365

CAS No. 100650-88-2

Cycloheptene, 4-phenyl-

Catalog No.:AG0002KQ MDL No.:

MF:C13H16 MW:172.2661

CAS No. 100651-98-7

Phosphonic acid, 2,5-thiophenediylbis-, tetraethyl ester (9CI)

Catalog No.:AG0002KP MDL No.:MFCD00800571

MF:C12H22O6P2S MW:356.3120

CAS No. 1006518-87-1

1H-Pyrazole-1-propanenitrile, 4-formyl-

Catalog No.:AG0002KI MDL No.:

MF:C7H7N3O MW:149.1500

CAS No. 100655-00-3

Gadolinium, [μ-[ethanedioato(2-)-κO1,κO'2:κO2,κO'1]]bis[ethanedioato(2-)-κO1,κO2]di-, hydrate (1:?)

Catalog No.:AG0002KO MDL No.:

MF:C6H2Gd2O13 MW:596.5723

CAS No. 100655-27-4

Benzonitrile, 2-(dimethylamino)-5-formyl-

Catalog No.:AG0002KN MDL No.:MFCD01313826

MF:C10H10N2O MW:174.1992

CAS No. 100655-92-3

1-Isobenzofuranol, 6-bromo-1,3-dihydro-

Catalog No.:AG0002KM MDL No.:MFCD27996893

MF:C8H7BrO2 MW:215.0440

CAS No. 100656-03-9

Isobenzofuran, 6-bromo-1,3-dihydro-1-methoxy-

Catalog No.:AG0002KL MDL No.:

MF:C9H9BrO2 MW:229.0706

CAS No. 1006589-03-2

Pyridine, 2-chloro-4-(1H-imidazol-2-yl)-

Catalog No.:AG0002KH MDL No.:MFCD11501094

MF:C8H6ClN3 MW:179.6063

CAS No. 1006589-08-7

Quinoline, 3-(1H-imidazol-2-yl)-

Catalog No.:AG0002KG MDL No.:

MF:C12H9N3 MW:195.2200

CAS No. 1006591-05-4

Indolizine, 5-bromo-2-phenyl-

Catalog No.:AG0002KF MDL No.:

MF:C14H10BrN MW:272.1399

CAS No. 1006592-59-1

Propanoic acid, 3-[2-[2-[(1-oxo-10-undecyn-1-yl)amino]ethoxy]ethoxy]-, 2,5-dioxo-1-pyrrolidinyl ester

Catalog No.:AG0002LA MDL No.:

MF:C22H34N2O7 MW:438.5146

CAS No. 1006599-54-7

2-Pyrimidinamine, 5-[2-(methylthio)ethoxy]-

Catalog No.:AG0002L9 MDL No.:MFCD20694880

MF:C7H11N3OS MW:185.2467

CAS No. 10066-18-9

Benzenemethanamine, N-(4-chloro-2-nitrophenyl)-

Catalog No.:AG0002LS MDL No.:MFCD01051337

MF:C13H11ClN2O2 MW:262.6916

CAS No. 10066-19-0

Benzenemethanamine, N-(5-chloro-2-nitrophenyl)-

Catalog No.:AG0002LR MDL No.:MFCD01446096

MF:C13H11ClN2O2 MW:262.6916

CAS No. 10066-20-3

1H-Benzimidazole, 1-hydroxy-2-phenyl-, 3-oxide

Catalog No.:AG0002LQ MDL No.:

MF:C13H10N2O2 MW:226.2307

CAS No. 10066-29-2

Piperidine, 2,6-dimethyl-, (2R,6R)-rel-

Catalog No.:AG0002LP MDL No.:

MF:C7H15N MW:113.2007

CAS No. 100660-82-0

Copper, compd. with zirconium (5:8)

Catalog No.:AG0002LN MDL No.:

MF:Cu5Zr8 MW:1047.5220

CAS No. 1006614-49-8

Cyclopropanamine, 2-(3,4-difluorophenyl)-, (1R,2S)-rel-

Catalog No.:AG0002L8 MDL No.:

MF:C9H9F2N MW:169.1713

CAS No. 100663-23-8

Benzoyl isothiocyanate, 3-(dimethylamino)-

Catalog No.:AG0002LM MDL No.:

MF:C10H10N2OS MW:206.2642

CAS No. 100663-24-9

Benzoyl isothiocyanate, 3-fluoro-

Catalog No.:AG0002LL MDL No.:

MF:C8H4FNOS MW:181.1869

CAS No. 100663-79-4

Carbamic acid, (2,6-dinitrophenyl)-, ethyl ester (9CI)

Catalog No.:AG0002LK MDL No.:

MF:C9H9N3O6 MW:255.1843

CAS No. 100664-21-9

7-Octene-2,3-diol, 2-methyl-6-methylene-, (3S)-

Catalog No.:AG0002LJ MDL No.:

MF:C10H18O2 MW:170.2487

CAS No. 100664-26-4

6,11-Dodecadiene-2,3,10-triol, 2,6,10-trimethyl-

Catalog No.:AG0002LI MDL No.:

MF:C15H28O3 MW:256.3810

CAS No. 100664-30-0

6-Heptene-2,3-diol, 2,6-dimethyl-, (S)- (9CI)

Catalog No.:AG0002LH MDL No.:

MF:C9H18O2 MW:158.2380

CAS No. 100667-52-5

4-Hepten-3-one, 7-(4-hydroxyphenyl)-1-phenyl-, (4E)-

Catalog No.:AG0002LG MDL No.:

MF:C19H20O2 MW:280.3609

CAS No. 100668-21-1

1,2-Benzenediol, 4-(1-hexen-1-yl)-

Catalog No.:AG0002LF MDL No.:

MF:C12H16O2 MW:192.2542

CAS No. 1006682-91-2

1H-Pyrazol-5-amine, 1-[(3-chlorophenyl)methyl]-3-methyl-

Catalog No.:AG0002L7 MDL No.:MFCD08457372

MF:C11H12ClN3 MW:221.6861

CAS No. 1006686-08-3

1,4-Dioxaspiro[4.5]decane-8-carboxylic acid, 8-formyl-, ethyl ester

Catalog No.:AG0002L6 MDL No.:

MF:C12H18O5 MW:242.2683

CAS No. 1006686-15-2

2-Pyridineacetic acid, 5-fluoro-, ethyl ester

Catalog No.:AG0002L5 MDL No.:

MF:C9H10FNO2 MW:183.1796

CAS No. 1006689-23-1

Carbamic acid, N-[(4-borono-6-chloro-3-pyridinyl)methyl]-, C-(1,1-dimethylethyl) ester

Catalog No.:AG0002L4 MDL No.:MFCD18262283

MF: MW:

CAS No. 100669-01-0

Benzene, [[(2,2-dimethyl-6-methylenecyclohexyl)methyl]sulfonyl]-

Catalog No.:AG0002LE MDL No.:

MF:C16H22O2S MW:278.4097

CAS No. 100669-69-0

Phenol, 4-(2-chloroethyl)-2-(1,1-dimethylethyl)-

Catalog No.:AG0002LD MDL No.:

MF:C12H17ClO MW:212.7158

CAS No. 100669-80-5

3-Decyne, 10-(1,1-dimethylethoxy)-

Catalog No.:AG0002LC MDL No.:

MF:C14H26O MW:210.3556

CAS No. 100669-99-6

Pentanedioic acid, 1-(4-nitrophenyl) ester

Catalog No.:AG0002LB MDL No.:

MF:C11H10NO6- MW:252.2002

CAS No. 10067-28-4

2,6-Heptadien-1-ol, 2-methyl-6-[(1S)-4-methyl-3-cyclohexen-1-yl]-, (2Z)-

Catalog No.:AG0002LO MDL No.:

MF:C15H24O MW:220.3505

CAS No. 10067-92-2

3(2H)-Isoxazolone, 4-bromo-5-methyl-

Catalog No.:AG0002MH MDL No.:MFCD22575217

MF:C4H4BrNO2 MW:177.9841

CAS No. 100670-09-5

1,3-Cyclohexanedione, 2-(1,3-dithiol-2-ylidene)-5,5-dimethyl-

Catalog No.:AG0002MB MDL No.:

MF:C11H12O2S2 MW:240.3418

CAS No. 1006707-71-6

3-Isoquinolinecarboxylic acid, 1-(trifluoromethyl)-, methyl ester

Catalog No.:AG0002LV MDL No.:MFCD20921914

MF:C12H8F3NO2 MW:255.1926

CAS No. 1006713-07-0

2-Piperidinone, 6-methyl-5-nitro-, (5R,6S)-

Catalog No.:AG0002LU MDL No.:

MF:C6H10N2O3 MW:158.1552

CAS No. 1006717-55-0

Methanone, [4-(4-amino-6,7-dimethoxy-2-quinazolinyl)-1-piperazinyl-2,2,3,3,5,5,6,6-d8]-2-furanyl-

Catalog No.:AG0002LT MDL No.:

MF:C19H13D8N5O4 MW:391.4504

CAS No. 100672-38-6

1H-Benzimidazole, 2,3-dihydro-1,3-dimethyl-2-(4-methylphenyl)-

Catalog No.:AG0002MA MDL No.:

MF:C16H18N2 MW:238.3275

CAS No. 100672-96-6

2-Propenoyl chloride, 2-methyl-3-[4-(3-pyridinylmethyl)phenyl]-, (E)- (9CI)

Catalog No.:AG0002M9 MDL No.:

MF:C16H14ClNO MW:271.7415

CAS No. 100673-04-9

2,4-Hexanedione, 3-(1,3-dithiol-2-ylidene)-

Catalog No.:AG0002M8 MDL No.:

MF:C9H10O2S2 MW:214.3045

CAS No. 100675-39-6

Acetamide, 2-chloro-N-(2,6-diethylphenyl)-N-(hydroxymethyl)-

Catalog No.:AG0002M7 MDL No.:

MF:C13H18ClNO2 MW:255.7405

CAS No. 100675-74-9

Benzene, 1,4-bis[(1E)-2-[4-(1,1-dimethylethyl)phenyl]ethenyl]-

Catalog No.:AG0002M6 MDL No.:

MF:C30H34 MW:394.5910

CAS No. 100678-03-3

1H-Isoindole-1,3(2H)-dione, 2,2'-methylenebis[4,5,6,7-tetrabromo-

Catalog No.:AG0002M5 MDL No.:

MF:C17H2Br8N2O4 MW:937.4408

CAS No. 100678-04-4

Benzene, 1,4-bis[(4-ethenyl-2-methoxyphenoxy)methyl]-

Catalog No.:AG0002M4 MDL No.:

MF:C26H26O4 MW:402.4822

CAS No. 100678-32-8

Butanedioic acid, compd. with 2-(2,2-diphenylcyclopropyl)-4,5-dihydro-1H-imidazole (1:1)

Catalog No.:AG0002M3 MDL No.:MFCD00941423

MF:C22H24N2O4 MW:380.4370

CAS No. 100678-34-0

Benzamide, N-(2-aminophenyl)-N-[2-(diethylamino)ethyl]-4-methoxy-

Catalog No.:AG0002M2 MDL No.:

MF:C20H27N3O2 MW:341.4473

CAS No. 100678-60-2

2,4,6,8-Decatetraenal, 3,7-dimethyl-, (Z,E,E,E)- (9CI)

Catalog No.:AG0002M1 MDL No.:

MF:C12H16O MW:176.2548

CAS No. 100678-82-8

Glycine, N-[(1S,2R)-2-hydroxy-1,2-diphenylethyl]-, ethyl ester

Catalog No.:AG0002M0 MDL No.:

MF:C18H21NO3 MW:299.3642

CAS No. 100679-07-0

5,8,10-Heptadecatrienoic acid, 12-hydroxy-, (5Z,8E,10E)-

Catalog No.:AG0002LZ MDL No.:

MF:C17H28O3 MW:280.4024

CAS No. 10068-07-2

5-Isoxazolecarboxylic acid, 2,3-dihydro-3-oxo-, methyl ester

Catalog No.:AG0002MG MDL No.:MFCD00062870

MF:C5H5NO4 MW:143.0975

CAS No. 10068-52-7

Alanine, 3,3,3-trifluoro-N-[(phenylmethoxy)carbonyl]-

Catalog No.:AG0002MF MDL No.:MFCD10697679

MF:C11H10F3NO4 MW:277.1966

CAS No. 10068-65-2

Carbamic acid, [2-(1,1-dimethylethoxy)-1-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]propyl]-, phenylmethyl ester, [R-(R*,S*)]- (9CI)

Catalog No.:AG0002ME MDL No.:MFCD00153346

MF:C20H26N2O7 MW:406.4296

CAS No. 10068-67-4

Carbamic acid, [(1S)-1-[[4-(1,1-dimethylethoxy)phenyl]methyl]-2-[(2,5-dioxo-1-pyrrolidinyl)oxy]-2-oxoethyl]-, phenylmethyl ester (9CI)

Catalog No.:AG0002MD MDL No.:MFCD00153350

MF:C25H28N2O7 MW:468.4990

CAS No. 100682-44-8

6H-Purin-6-one, 1,9-dihydro-9-[(tetrahydro-2-methyl-4-methylene-5-oxo-2-furanyl)methyl]-

Catalog No.:AG0002LY MDL No.:

MF:C12H12N4O3 MW:260.2487

CAS No. 100683-08-7

Cyclopropanecarboxylic acid, 1-methoxy-

Catalog No.:AG0002LX MDL No.:MFCD19228478

MF:C5H8O3 MW:116.1152

CAS No. 100683-54-3

1-Butanaminium, N,N,N-tributyl-, salt with (E)-3-hydroxy-2-propenal (1:1) (9CI)

Catalog No.:AG0002LW MDL No.:

MF: MW:

CAS No. 100683-67-8

9H-Purine-2,6-diamine, 9-[[(2-hydroxy-2-oxido-1,3,2-dioxaphosphorinan-5-yl)oxy]methyl]-

Catalog No.:AG0002N6 MDL No.:

MF:C9H13N6O5P MW:316.2105

CAS No. 100684-32-0

Myoglobins, horse

Catalog No.:AG0002N5 MDL No.:

MF: MW:

CAS No. 100684-73-9

5,6-Methanocyclopropa[4,5]cyclopenta[1,2-c]pyridine (9CI)

Catalog No.:AG0002N4 MDL No.:

MF:C10H5N MW:139.1534

CAS No. 1006865-32-2

Benzene, 1-bromo-4-[[(2S)-3-methoxy-2-methylpropoxy]methyl]-

Catalog No.:AG0002MS MDL No.:

MF:C12H17BrO2 MW:273.1662

CAS No. 100687-15-8

Phosphonium, [2-oxo-2-(2-propen-1-yloxy)ethyl]triphenyl-, chloride (1:1)

Catalog No.:AG0002N3 MDL No.:MFCD08063243

MF:C23H22ClO2P MW:396.8463

CAS No. 1006875-83-7

1H-Pyrazole-1-acetic acid, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-dimethylethyl ester

Catalog No.:AG0002MR MDL No.:MFCD22570725

MF:C15H25BN2O4 MW:308.1810

CAS No. 1006875-93-9

Cyclopropanecarbonitrile, 1-(6-quinolinyl)-

Catalog No.:AG0002MQ MDL No.:

MF:C13H10N2 MW:194.2319

CAS No. 1006875-97-3

Cyclopropanecarboxylic acid, 1-(6-benzothiazolyl)-

Catalog No.:AG0002MP MDL No.:MFCD19687421

MF:C11H9NO2S MW:219.2597

CAS No. 1006876-27-2

2-Pyridinecarboxamide, N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

Catalog No.:AG0002MO MDL No.:MFCD08458484

MF:C14H21BN2O3 MW:276.1391

CAS No. 1006876-77-2

2(1H)-Pyrimidinone, 6-(3-bromophenyl)-4-phenyl-

Catalog No.:AG0002MN MDL No.:

MF:C16H11BrN2O MW:327.1753

CAS No. 100688-48-0

1-Propanol, 3-[2-(2-methoxyethoxy)ethoxy]-

Catalog No.:AG0002N2 MDL No.:MFCD26841942

MF:C8H18O4 MW:178.2261

CAS No. 100689-40-5

2(3H)-Benzothiazolone, 6-bromo-3-(1-piperidinylmethyl)-

Catalog No.:AG0002N1 MDL No.:

MF:C13H15BrN2OS MW:327.2400

CAS No. 100689-58-5

Phosphinic acid, dimethyl-, 1,2-dimethylpropyl ester (9CI)

Catalog No.:AG0002N0 MDL No.:

MF:C7H17O2P MW:164.1824

CAS No. 100689-69-8

2-Oxazolidinone, 3-[[(3,4-dichloro-5-nitro-2-furanyl)methylene]amino]-

Catalog No.:AG0002MZ MDL No.:

MF:C8H5Cl2N3O5 MW:294.0484

CAS No. 1006891-33-3

2H-Pyran-4-carboxylic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]tetrahydro-, (3R,4R)-rel-

Catalog No.:AG0002MM MDL No.:

MF:C11H19NO5 MW:245.2723

CAS No. 1006895-90-4

Thieno[3,2-c]pyridine-7-carboxamide, N-(2-hydroxyethyl)-3-[[5-[4-(2-hydroxyethyl)-5-methyl-4H-1,2,4-triazol-3-yl]-2-methylphenoxy]methyl]-

Catalog No.:AG0002ML MDL No.:

MF:C23H25N5O4S MW:467.5407

CAS No. 1006899-77-9

1H-Benzimidazole-1-carboxylic acid, 6-bromo-, 1,1-dimethylethyl ester

Catalog No.:AG0002MK MDL No.:

MF:C12H13BrN2O2 MW:297.1478

CAS No. 1006904-67-1

Methanaminium, N-[bis(dimethylamino)methylene]-N-methyl-, salt with 1,1,1-trifluoromethanol (1:1)

Catalog No.:AG0002MJ MDL No.:

MF:C8H18F3N3O MW:229.2432

CAS No. 100692-30-6

Benzene, [(1,2,3,4,5-pentamethyl-2,4-cyclopentadien-1-yl)methyl]-

Catalog No.:AG0002MY MDL No.:

MF:C17H22 MW:226.3566

CAS No. 100692-35-1

Stannane, trimethyl[[4-(1-methylethyl)-1-cyclohexen-1-yl]methyl]-

Catalog No.:AG0002MX MDL No.:

MF:C13H26Sn MW:301.0465

CAS No. 100692-36-2

Stannane, [(7,7-dimethylbicyclo[4.1.0]hept-2-en-3-yl)methyl]trimethyl-

Catalog No.:AG0002MW MDL No.:

MF:C13H24Sn MW:299.0307

CAS No. 100692-55-5

1-Cyclohexene-1-methanol, 4-(1-methylethyl)-, (4S)-

Catalog No.:AG0002MV MDL No.:

MF:C10H18O MW:154.2493

CAS No. 100693-33-2

Benzene, [[1-cyclohexen-1-yl(trimethylsilyl)methyl]thio]-

Catalog No.:AG0002MU MDL No.:

MF:C16H24SSi MW:276.5123

CAS No. 100693-82-1

9,10-Anthracenedione, 1,5-bis(butylamino)-

Catalog No.:AG0002MT MDL No.:

MF:C22H26N2O2 MW:350.4540

CAS No. 100694-10-8

Ethanediamide, N1-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-N2-pentyl-

Catalog No.:AG0002NG MDL No.:

MF:C21H20N2O4 MW:364.3945

CAS No. 1006959-18-7

2-Propenoic acid, 3-(1-methyl-1H-pyrazol-5-yl)-

Catalog No.:AG0002N7 MDL No.:MFCD08559038

MF:C7H8N2O2 MW:152.1506

CAS No. 100696-05-7

Cyclohexanol, 2-(4-methyl-1-piperazinyl)-, (1R,2R)-rel-

Catalog No.:AG0002NF MDL No.:

MF:C11H22N2O MW:198.3052

CAS No. 100696-49-9

Benzoic acid, 4-methoxy-, 4-(2-propen-1-yloxy)phenyl ester

Catalog No.:AG0002NE MDL No.:

MF:C17H16O4 MW:284.3065

CAS No. 100696-58-0

Benzene, 1-methyl-4-[[1-methyl-1-(phenylmethyl)-2-propen-1-yl]sulfonyl]-

Catalog No.:AG0002ND MDL No.:

MF:C18H20O2S MW:300.4152

CAS No. 100696-90-0

2-Dodecen-1-one, 1-phenyl-, (2E)-

Catalog No.:AG0002NC MDL No.:

MF:C18H26O MW:258.3984

CAS No. 100696-94-4

Methanesulfonic acid, 1,1,1-trifluoro-, anhydride with B,B-diphenylborinic acid

Catalog No.:AG0002NB MDL No.:

MF: MW:

CAS No. 100696-95-5

Benzene, (3-methoxy-3-methyl-5-hexen-1-yl)-

Catalog No.:AG0002NA MDL No.:

MF:C14H20O MW:204.3080

CAS No. 100698-07-5

2,4-Heptadiene, 6-methoxy-, (E,E)- (9CI)

Catalog No.:AG0002N9 MDL No.:

MF:C8H14O MW:126.1962

CAS No. 100698-64-4

Diazene, [4-(1-pentenyl)phenyl](4-propylphenyl)- (9CI)

Catalog No.:AG0002N8 MDL No.:

MF:C20H24N2 MW:292.4180

CAS No. 1007-01-8

Bicyclo[2.2.1]heptane-2-acetic acid

Catalog No.:AG0002NU MDL No.:MFCD00167582

MF:C9H14O2 MW:154.2063

CAS No. 1007-03-0

Benzenemethanol, α-cyclopropyl-

Catalog No.:AG0002NT MDL No.:MFCD00001299

MF:C10H12O MW:148.2017

CAS No. 1007-06-3

4-Imidazolidinepropanenitrile, 2,5-dioxo-

Catalog No.:AG0002NS MDL No.:

MF:C6H7N3O2 MW:153.1387

CAS No. 1007-09-6

Cyclopropanemethanol, 2-phenyl-, (1R,2S)-rel-

Catalog No.:AG0002NR MDL No.:

MF:C10H12O MW:148.2017

CAS No. 1007-11-0

2,4-Pyrimidinediamine, 6-chloro-N4,N4-dimethyl-

Catalog No.:AG0002NQ MDL No.:MFCD13188630

MF:C6H9ClN4 MW:172.6155

CAS No. 1007-14-3

2-Pyridinecarboximidic acid, 4-methyl-, hydrazide

Catalog No.:AG0002NP MDL No.:

MF:C7H10N4 MW:150.1811

CAS No. 1007-15-4

Ethanone, 1-(3-bromo-4-fluorophenyl)-

Catalog No.:AG0002NO MDL No.:MFCD00042466

MF:C8H6BrFO MW:217.0350

CAS No. 1007-16-5

Benzoic acid, 3-bromo-4-fluoro-

Catalog No.:AG0002NN MDL No.:MFCD00042463

MF:C7H4BrFO2 MW:219.0079

CAS No. 1007-18-7

3-Pyridinecarboxamide, 1,6-dihydro-N-methyl-6-oxo-

Catalog No.:AG0002NM MDL No.:MFCD11174156

MF:C7H8N2O2 MW:152.1506

CAS No. 1007-22-3

1,2,4-Dithiazol-1-ium, 3,5-bis(dimethylamino)-, chloride (1:1)

Catalog No.:AG0002NL MDL No.:

MF:C6H12ClN3S2 MW:225.7626

CAS No. 1007-23-4

Benzene, 1-(chloromethylsilyl)-4-ethenyl-

Catalog No.:AG0002NK MDL No.:

MF:C9H11ClSi MW:182.7221

CAS No. 1007-26-7

Benzene, (2,2-dimethylpropyl)-

Catalog No.:AG0002NJ MDL No.:MFCD00038279

MF:C11H16 MW:148.2447

CAS No. 1007-32-5

2-Butanone, 1-phenyl-

Catalog No.:AG0002NI MDL No.:MFCD00009315

MF:C10H12O MW:148.2017

CAS No. 1007-42-7

L-Histidine, hydrochloride (1:?)

Catalog No.:AG0002OI MDL No.:

MF:C6H10ClN3O2 MW:191.6155

CAS No. 1007-46-1

3(2H)-Furanone, 5-[(dimethylamino)methyl]-2-methyl-

Catalog No.:AG0002OH MDL No.:

MF:C8H13NO2 MW:155.1943

CAS No. 1007-48-3

4-Pyridinemethanol, 4-acetate

Catalog No.:AG0002OG MDL No.:MFCD03095354

MF:C8H9NO2 MW:151.1626

CAS No. 1007-49-4

2-Pyridinemethanol, 2-acetate

Catalog No.:AG0002OF MDL No.:MFCD00023518

MF:C8H9NO2 MW:151.1626

CAS No. 1007-55-2

3-Pyridazinamine, 6-chloro-N-(1-methylethyl)-

Catalog No.:AG0002OE MDL No.:MFCD11125896

MF:C7H10ClN3 MW:171.6274

CAS No. 1007-57-4

1,3,2-Dioxaphosphorinane, 2-ethoxy-5,5-dimethyl-

Catalog No.:AG0002OD MDL No.:

MF:C7H15O3P MW:178.1660

CAS No. 1007-70-1

Benzene, (1-methoxycyclobutyl)-

Catalog No.:AG0002OC MDL No.:

MF:C11H14O MW:162.2283

CAS No. 1007-71-2

Ethanone, 1-(1-phenylcyclopropyl)-

Catalog No.:AG0002OB MDL No.:

MF:C11H12O MW:160.2124

CAS No. 1007-80-3

1,3,2-Dioxaphosphorinane, 2-ethoxy-5,5-dimethyl-, 2-oxide

Catalog No.:AG0002OA MDL No.:

MF:C7H15O4P MW:194.1654

CAS No. 10070-59-4

2-Naphthaleneethanol, 1,2β,3,4,4a,5,6,7-octahydro-3α-hydroxy-4aα,8-dimethyl- (7CI,8CI)

Catalog No.:AG0002O9 MDL No.:

MF:C14H24O2 MW:224.3392

CAS No. 10070-65-2

Naphtho[2,3-b]furan-2(3H)-one, 3aα,4,4a,5,6,7,8,8a,9,9aα-decahydro-4aα-hydroxy-8aβ-methyl-5-methylene- (8CI)

Catalog No.:AG0002O8 MDL No.:

MF:C14H20O3 MW:236.3068

CAS No. 10070-92-5

5-Pyrimidinecarboxaldehyde

Catalog No.:AG0002O7 MDL No.:MFCD03426065

MF:C5H4N2O MW:108.0981

CAS No. 100700-27-4

Benzenesulfonic acid, 2,4,6-trinitro-, compd. with 4-[bis(2-chloroethyl)amino]butanoic acid (1:1)

Catalog No.:AG0002O6 MDL No.:

MF:C14H18Cl2N4O11S MW:521.2839

CAS No. 100700-40-1

1-Butanone, 4-chloro-3-(chlorodifluoromethyl)-4,4-difluoro-3-hydroxy-1-phenyl-, oxime

Catalog No.:AG0002O5 MDL No.:

MF:C11H9Cl2F4NO2 MW:334.0943

CAS No. 100701-49-3

Propanedioic acid, 2-fluoro-, 1-ethyl ester

Catalog No.:AG0002O4 MDL No.:MFCD20640383

MF:C5H6FO4- MW:149.0971

CAS No. 100701-51-7

Propanedioic acid, 2-fluoro-2-methyl-, 1-ethyl ester

Catalog No.:AG0002O3 MDL No.:

MF:C6H8FO4- MW:163.1237

CAS No. 100701-52-8

Propanedioic acid, 2-ethyl-2-fluoro-, 1-methyl ester

Catalog No.:AG0002O2 MDL No.:

MF:C6H8FO4- MW:163.1237

CAS No. 100701-57-3

Propanedioic acid, 2-fluoro-2-(phenylmethyl)-, 1-ethyl ester

Catalog No.:AG0002O1 MDL No.:

MF:C12H12FO4- MW:239.2197

CAS No. 100701-75-5

9-Borabicyclo[3.3.1]nonane, 9-[(2E)-1-(trimethylsilyl)-2-buten-1-yl]-

Catalog No.:AG0002O0 MDL No.:

MF:C15H29BSi MW:248.2873

CAS No. 100702-10-1

Benzene, 1,1'-[(1Z)-1-chloro-2-phenyl-1,2-ethenediyl]bis[2,4,6-trimethyl- (9CI)

Catalog No.:AG0002NZ MDL No.:

MF:C26H27Cl MW:374.9456

CAS No. 100702-66-7

4-Penten-2-one, 3-phenyl-

Catalog No.:AG0002NY MDL No.:

MF:C11H12O MW:160.2124

CAS No. 100702-71-4

Estra-1,3,5(10)-triene-17-carbonitrile, 16,17-epoxy-3-hydroxy-, (16α,17α)- (9CI)

Catalog No.:AG0002NX MDL No.:

MF: MW:

CAS No. 100702-84-9

2-Butenoic acid, 4-amino-2-(chloromethyl)-, (2Z)-

Catalog No.:AG0002NW MDL No.:

MF:C5H8ClNO2 MW:149.5755

CAS No. 100703-25-1

Pentalene, 1,3a,4,6a-tetrahydro-3a,6a-dimethyl-, cis- (9CI)

Catalog No.:AG0002NV MDL No.:

MF:C10H14 MW:134.2182

CAS No. 100703-81-9

5-Oxazolecarbonitrile, 2-methyl-

Catalog No.:AG0002P2 MDL No.:

MF:C5H4N2O MW:108.0981

CAS No. 100704-10-7

4-Pyridinemethanol, 2-chloro-

Catalog No.:AG0002P1 MDL No.:MFCD06858767

MF:C6H6ClNO MW:143.5709

CAS No. 100704-20-9

Ethene, 1-bromo-1-ethoxy-

Catalog No.:AG0002P0 MDL No.:

MF:C4H7BrO MW:151.0018

CAS No. 100704-34-5

Benzenamine, 2-iodo-6-nitro-

Catalog No.:AG0002OZ MDL No.:MFCD12028713

MF:C6H5IN2O2 MW:264.0206

CAS No. 100704-38-9

2-Thiophenecarboxylic acid, 4-(methylsulfonyl)-

Catalog No.:AG0002OY MDL No.:MFCD23144118

MF:C6H6O4S2 MW:206.2394

CAS No. 100707-39-9

4-Pyrimidinecarboxylic acid, 5-bromo-2-methyl-

Catalog No.:AG0002OX MDL No.:MFCD00466678

MF:C6H5BrN2O2 MW:217.0201

CAS No. 100707-54-8

Cyclohexanecarboxylic acid, 4-amino-, methyl ester, hydrochloride (1:1)

Catalog No.:AG0002OW MDL No.:MFCD11870896

MF:C8H16ClNO2 MW:193.6711

CAS No. 100708-34-7

Benzene, 1-(3-iodopropyl)-4-nitro-

Catalog No.:AG0002OV MDL No.:

MF:C9H10INO2 MW:291.0857

CAS No. 1007089-84-0

Pyridine, 3-(chloromethyl)-5-methyl-, hydrochloride (1:1)

Catalog No.:AG0002OR MDL No.:MFCD11656303

MF:C7H9Cl2N MW:178.0591

CAS No. 100709-31-7

1,2-Ethanediamine, N,N'-bis(4-bromophenyl)- (9CI)

Catalog No.:AG0002OU MDL No.:

MF:C14H14Br2N2 MW:370.0824

CAS No. 10071-38-2

3(2H)-Pyridazinone, 6-chloro-2-methyl-

Catalog No.:AG0002P6 MDL No.:MFCD02178600

MF:C5H5ClN2O MW:144.5590

CAS No. 10071-45-1

Pyridazino[1,2-d][1,4,5]oxadiazepine-2,4,7,10(1H,5H)-tetrone

Catalog No.:AG0002P5 MDL No.:

MF:C8H6N2O5 MW:210.1436

CAS No. 10071-46-2

3,6-Pyridazinedione, 1,2-diacetyl-1,2-dihydro-

Catalog No.:AG0002P4 MDL No.:

MF:C8H8N2O4 MW:196.1601

CAS No. 10071-60-0

2-Pentene, 1-chloro-

Catalog No.:AG0002P3 MDL No.:

MF:C5H9Cl MW:104.5780

CAS No. 100710-32-5

Benzenemethanamine, 4-(phenylmethyl)-

Catalog No.:AG0002OT MDL No.:

MF:C14H15N MW:197.2756

CAS No. 100711-44-2

Butanedioic acid, 2-(1H-indol-3-yl)-, 1,4-dimethyl ester

Catalog No.:AG0002OS MDL No.:

MF:C14H15NO4 MW:261.2732

CAS No. 1007110-53-3

1H-Pyrazole, 1-ethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

Catalog No.:AG0002OQ MDL No.:MFCD16659009

MF:C11H19BN2O2 MW:222.0918

CAS No. 1007112-35-7

4-Benzoxazolecarboxylic acid, 2-chloro-, methyl ester

Catalog No.:AG0002OP MDL No.:MFCD11111729

MF:C9H6ClNO3 MW:211.6018

CAS No. 1007112-64-2

Morpholine, 3-(1,1-dimethylethyl)-, (3S)-

Catalog No.:AG0002OO MDL No.:MFCD12406986

MF:C8H17NO MW:143.2267

CAS No. 1007112-88-0

1-Piperazinecarboxylic acid, 3-(1,1-dimethylethyl)-, 1,1-dimethylethyl ester, (3S)-

Catalog No.:AG0002ON MDL No.:MFCD08686624

MF:C13H26N2O2 MW:242.3577

CAS No. 1007113-04-3

Benzoic acid, 5-fluoro-3-methoxy-2-nitro-

Catalog No.:AG0002OM MDL No.:MFCD22565642

MF:C8H6FNO5 MW:215.1353

CAS No. 1007113-31-6

3-Morpholinone, 5-(1-methylethyl)-, (5R)-

Catalog No.:AG0002OL MDL No.:

MF:C7H13NO2 MW:143.1836

CAS No. 1007125-14-5

Cyclopentanemethanol, 3-hydroxy-, (1S,3S)-

Catalog No.:AG0002OK MDL No.:MFCD19441021

MF:C6H12O2 MW:116.1583

CAS No. 1007126-41-1

1-Naphthalenamine, N,N-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

Catalog No.:AG0002OJ MDL No.:MFCD18087705

MF:C18H24BNO2 MW:297.1997

CAS No. 100716-73-2

Benzene, 1-chloro-4-[(2-phenylethyl)sulfonyl]-

Catalog No.:AG0002PM MDL No.:

MF:C14H13ClO2S MW:280.7698

CAS No. 100716-85-6

Benzene, 1-chloro-4-[[(4-methylphenyl)thio]methyl]-

Catalog No.:AG0002PL MDL No.:

MF:C14H13ClS MW:248.7710

CAS No. 100717-32-6

1H-Indole, 3-cyclohexyl-

Catalog No.:AG0002PK MDL No.:MFCD03069640

MF:C14H17N MW:199.2915

CAS No. 100717-76-8

2(1H)-Quinolinone, 3-butyl-4-hydroxy-1-methyl-

Catalog No.:AG0002PJ MDL No.:

MF:C14H17NO2 MW:231.2903

CAS No. 100717-88-2

1H-Indole-3-acetic acid, 1-ethyl-, ethyl ester

Catalog No.:AG0002PI MDL No.:

MF:C14H17NO2 MW:231.2903

CAS No. 1007170-24-2

Boronic acid, B-[4-chloro-3-(phenylmethoxy)phenyl]-

Catalog No.:AG0002PF MDL No.:MFCD08701723

MF:C13H12BClO3 MW:262.4966

CAS No. 1007170-59-3

Boronic acid, B-[3-(phenylmethoxy)-4-(trifluoromethyl)phenyl]-

Catalog No.:AG0002PE MDL No.:MFCD20441815

MF:C14H12BF3O3 MW:296.0495

CAS No. 100718-97-6

Pentanoic acid, 4-(benzoylamino)-3-oxo-, ethyl ester

Catalog No.:AG0002PH MDL No.:

MF:C14H17NO4 MW:263.2891

CAS No. 100719-33-3

Propanedioic acid, 2-[1-(4-methylphenyl)-2-nitroethyl]-, 1,3-dimethyl ester

Catalog No.:AG0002PG MDL No.:

MF:C14H17NO6 MW:295.2879

CAS No. 1007197-30-9

5-Pyrimidinecarboxaldehyde, 2,4-dichloro-6-(methylamino)-

Catalog No.:AG0002PD MDL No.:

MF:C6H5Cl2N3O MW:206.0294

CAS No. 1007206-27-0

Morpholine, 4-[4,6-dichloro-5-(2-chloroethyl)-2-pyrimidinyl]-

Catalog No.:AG0002PC MDL No.:MFCD22199256

MF:C10H12Cl3N3O MW:296.5808

CAS No. 1007206-54-3

1H-Benzimidazole, 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

Catalog No.:AG0002PB MDL No.:MFCD11054041

MF:C13H17BN2O2 MW:244.0973

CAS No. 1007207-67-1

2-Pyrimidinamine, 5-[6,7-dihydro-7-(methylsulfonyl)-2-(4-morpholinyl)-5H-pyrrolo[2,3-d]pyrimidin-4-yl]-

Catalog No.:AG0002PA MDL No.:MFCD22419020

MF:C15H19N7O3S MW:377.4215

CAS No. 1007207-76-2

2-Pyridinecarboxamide, 4-chloro-N-(1,1-dimethylethyl)-

Catalog No.:AG0002P9 MDL No.:MFCD11102507

MF:C10H13ClN2O MW:212.6760

CAS No. 1007207-89-7

Methanone, (3-bromo-4-fluorophenyl)-4-morpholinyl-

Catalog No.:AG0002P8 MDL No.:MFCD11053798

MF:C11H11BrFNO2 MW:288.1129

CAS No. 1014979-56-6

Boron, (5-ethyl-2-methylpyridine)trihydro-, (T-4)-

Catalog No.:AG0002MI MDL No.:MFCD16621137

MF:C8H19BN MW:140.0542

CAS No. 72430-92-3

2(3H)-Furanone, 4-[(3,4-dimethoxyphenyl)methyl]dihydro-

Catalog No.:AG0002IB MDL No.:

MF:C13H16O4 MW:236.2637

CAS No. 88110-86-5

6H-Purin-6-one, 1,9-dihydro-9-[[2-hydroxy-1-[[(4-methoxyphenyl)diphenylmethoxy]methyl]ethoxy]methyl]-2-[[(4-methoxyphenyl)diphenylmethyl]amino]-

Catalog No.:AG0002MC MDL No.:

MF:C49H45N5O6 MW:799.9115

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