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504-72-3 | ISOXAZOLIDINE
CAS No: 504-72-3 Catalog No: AG00D9BV MDL No:MFCD06751698
Product Description
Catalog Number:
AG00D9BV
Chemical Name:
ISOXAZOLIDINE
CAS Number:
504-72-3
Molecular Formula:
C3H7NO
Molecular Weight:
73.0938
MDL Number:
MFCD06751698
IUPAC Name:
1,2-oxazolidine
InChI:
InChI=1S/C3H7NO/c1-2-4-5-3-1/h4H,1-3H2
InChI Key:
CIISBYKBBMFLEZ-UHFFFAOYSA-N
SMILES:
C1CCNO1
Properties
Complexity:
30.1
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
73.053g/mol
Formal Charge:
0
Heavy Atom Count:
5
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
73.095g/mol
Monoisotopic Mass:
73.053g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
21.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0
Literature
| Title | Journal |
|---|---|
| Synthesis and biological activity of novel bifunctional isoxazolidinyl polycyclic aromatic hydrocarbons. | Bioorganic & medicinal chemistry 20120815 |
| [(3R*,4R*,5R*)-2,3-Diphenyl-isoxazolidine-4,5-di-yl]dimethanol. | Acta crystallographica. Section E, Structure reports online 20120701 |
| Stereoselective palladium-catalyzed functionalization of homoallylic alcohols: a convenient synthesis of di- and trisubstituted isoxazolidines and β-amino-δ-hydroxy esters. | Chemistry (Weinheim an der Bergstrasse, Germany) 20120529 |
| Intramolecular 1,3-dipolar cycloaddition reactions in the synthesis of complex annelated quinolines, α-carbolines and coumarins. | Molecular diversity 20120501 |
| Methyl 5-hy-droxy-3-phenyl-1,2-oxazolidine-5-carboxyl-ate. | Acta crystallographica. Section E, Structure reports online 20120501 |
| Truncated reverse isoxazolidinyl nucleosides: a new class of allosteric HIV-1 reverse transcriptase inhibitors. | ChemMedChem 20120401 |
| Enantioselective synthesis of cocaine C-1 analogues using sulfinimines (N-sulfinyl imines). | The Journal of organic chemistry 20120302 |
| (2S,5S,6R)-5-(4-Methyl-phen-yl)-3-phenyl-4,8-dioxa-3-aza-tricyclo-[7.4.0.0]trideca-1(13),9,11-triene-6-carbonitrile. | Acta crystallographica. Section E, Structure reports online 20120201 |
| Libraries of 2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-2-amine derivatives via a multicomponent assembly process/1,3-dipolar cycloaddition strategy. | ACS combinatorial science 20120109 |
| Regioselective intramolecular [3+2] annulation of allene-nitrones. | Chemical & pharmaceutical bulletin 20120101 |
| Flueggines A and B, two new dimeric indolizidine alkaloids from Flueggea virosa. | Organic letters 20110805 |
| Methyl 3-(4-isopropyl-phen-yl)-1-phenyl-3,3a,4,9b-tetra-hydro-1H-chromeno[4,3-c]isoxazole-3a-carboxyl-ate. | Acta crystallographica. Section E, Structure reports online 20110801 |
| Base-catalyzed reactions of environmentally relevant N-chloro-piperidines. A quantum-chemical study. | Organic & biomolecular chemistry 20110607 |
| Design, synthesis and cytotoxicity of a new series of isoxazolidine based nucleoside analogues. | Archiv der Pharmazie 20110501 |
| Racemic methyl 3,10-dioxa-2-aza-tri-cyclo-[6.2.1.0]undecane-4-carboxyl-ate. | Acta crystallographica. Section E, Structure reports online 20110501 |
| 3-(3-Chloro-phen-yl)-1-methyl-3,3a,4,9b-tetra-hydro-1H-chromeno[4,3-c]isoxazole-3a-carbonitrile. | Acta crystallographica. Section E, Structure reports online 20110401 |
| 1-Methyl-3-(2-methyl-phen-yl)-3,3a,4,9b-tetra-hydro-1H-chromeno[4,3-c][1,2]oxazole-3a-carbonitrile. | Acta crystallographica. Section E, Structure reports online 20110401 |
| Highly enantioselective nitrone cycloadditions with 2-alkenoyl pyridine N-oxides catalyzed by Cu(II)-BOX complexes. | Organic letters 20110204 |
| Transcriptional tools: Small molecules for modulating CBP KIX-dependent transcriptional activators. | Biopolymers 20110101 |
| Isoxazolidinyl polycyclic aromatic hydrocarbons as DNA-intercalating antitumor agents. | European journal of medicinal chemistry 20110101 |
| The chemical synthesis of tetrodoxin: an ongoing quest. | Marine drugs 20110101 |
| Expanding stereochemical and skeletal diversity using petasis reactions and 1,3-dipolar cycloadditions. | Organic letters 20101119 |
| Total syntheses of tubulysins. | Chemistry (Weinheim an der Bergstrasse, Germany) 20101011 |
| Alsmaphorazines A and B, novel indole alkaloids from Alstonia pneumatophora. | Organic letters 20100917 |
| Inhibition of HIV-1 replication by isoxazolidine and isoxazole sulfonamides. | Chemical biology & drug design 20100501 |
| 2,3-Bis(phenylsulfonyl)-1,3-butadiene as a reagent for the synthesis of the azatricyclic core of (+/-)-halichlorine. | The Journal of organic chemistry 20100319 |
| Generating a generation of proteasome inhibitors: from microbial fermentation to total synthesis of salinosporamide a (marizomib) and other salinosporamides. | Marine drugs 20100101 |
| Neurotoxic alkaloids: saxitoxin and its analogs. | Marine drugs 20100101 |
| A formal synthesis of porantheridine and an epimer. | The Journal of organic chemistry 20091218 |
| Antibacterial activity, quantitative structure-activity relationship and diastereoselective synthesis of isoxazolidine derivatives via 1,3-dipolar cycloaddition of d-glucose derived nitrone with olefin. | Chemical biology & drug design 20091101 |
| 3-(6-Benz-yloxy-2,2-dimethyl-perhydro-furo[2,3-d][1,3]dioxolan-5-yl)-5-(4-chloro-phen-yl)-4-nitro-2-phenyl-2,3,4,5-tetra-hydro-isoxazole. | Acta crystallographica. Section E, Structure reports online 20091001 |
| Dimethyl trans-3-(4-bromo-phen-yl)-2-methyl-isoxazolidine-4,5-dicarboxyl-ate. | Acta crystallographica. Section E, Structure reports online 20090901 |
| Stereocontrolled cyclic nitrone cycloaddition strategy for the synthesis of pyrrolizidine and indolizidine alkaloids. | Chemistry (Weinheim an der Bergstrasse, Germany) 20090810 |
| A concise approach to the core structures of pinnaic acid and halichlorine. | Organic & biomolecular chemistry 20090721 |
| 3-(6-Benz-yloxy-2,2-dimethyl-perhydro-furo[2,3-d][1,3]dioxol-5-yl)-5-(4-bromo-phen-yl)-2-phenyl-perhydro-pyrrolo[3,4-d]isoxazole-4,6-dione. | Acta crystallographica. Section E, Structure reports online 20090501 |
| Skeletally diverse small molecules using a build/couple/pair strategy. | Organic letters 20090402 |
| Dimethyl cis-2-methyl-3-p-tolyl-isoxazolidine-4,5-dicarboxyl-ate. | Acta crystallographica. Section E, Structure reports online 20090401 |
| Expanding the repertoire of small molecule transcriptional activation domains. | Bioorganic & medicinal chemistry 20090201 |
| A stereoselective approach to the azaspiro[5.5]undecane ring system using a conjugate addition/dipolar cycloaddition cascade: application to the total synthesis of (+/-)-2,7,8-epi-perhydrohistrionicotoxin. | The Journal of organic chemistry 20081219 |
| 3-Amino-2(5H)furanones as inhibitors of subgenomic hepatitis C virus RNA replication. | Bioorganic & medicinal chemistry 20081101 |
| Iron- and ruthenium-Lewis acid catalyzed asymmetric 1,3-dipolar cycloaddition reactions between enals and diaryl nitrones. | Chemistry, an Asian journal 20080901 |
| (±)-2'-Phenyl-cyclo-hexa-nespiro-4'-(aze-pano[1,2-b]isoxazolidine). | Acta crystallographica. Section E, Structure reports online 20080801 |
| Synthesis of alpha-trifluoromethyl-beta-lactams and esters of beta-amino acids via 1,3-dipolar cycloaddition of nitrones to fluoroalkenes. | The Journal of organic chemistry 20080718 |
| Photophysical properties of a photocytotoxic fluorinated chlorin conjugated to four beta-cyclodextrins. | Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20080701 |
| (3R*,4R*,5S*)-4-(4-Methyl-phen-yl)-2,3-diphenyl-7-[(R*)-1-phenyl-ethyl]-1-oxa-2,7-diaza-spiro-[4.5]decan-10-one oxime. | Acta crystallographica. Section E, Structure reports online 20080301 |
| Application of chiral cyclic nitrones to the diastereoselective synthesis of bicyclic isoxazolidine nucleoside analogues. | Nucleosides, nucleotides & nucleic acids 20080101 |
| New synthesis of 2-heteroarylperfluoropropionic acids derivatives by reaction of azine N-oxides with hexafluoropropene. | Chemistry (Weinheim an der Bergstrasse, Germany) 20080101 |
| 3-[3-(4-Bromo-phen-yl)-1-phenyl-1H-pyrazol-4-yl]-5-eth-oxy-2-phenyl-isoxazolidine. | Acta crystallographica. Section E, Structure reports online 20080101 |
| (1R,4R,5R)-1,3,4-Triphenyl-7-[(R)-1-phenyl-ethyl]-2-oxa-3,7-diaza-spiro-[4.5]decan-10-one. | Acta crystallographica. Section E, Structure reports online 20080101 |
| Synthesis of oxepane ring containing monocyclic, conformationally restricted bicyclic and spirocyclic nucleosides from D-glucose: a cycloaddition approach. | The Journal of organic chemistry 20070914 |
| A practical synthesis of (3R,4R)-N-tert-butoxycarbonyl-4-hydroxymethylpyrrolidin-3-ol. | Organic & biomolecular chemistry 20070907 |
| Study of the effects on DNA of two novel nucleoside derivatives synthesized as potential anti-HIV agents. | Drug and chemical toxicology 20070101 |
| Sequential ring-closing metathesis and nitrone cycloaddition on glucose-derived substrates: a divergent approach to analogues of spiroannulated carbanucleosides and conformationally locked nucleosides. | The Journal of organic chemistry 20060804 |
| Synthesis of alpha-amino acid precursors directly from aldehydes using masked acyl cyanide reagents and N,O-dialkylated hydroxylamines. | The Journal of organic chemistry 20060804 |
| Enantioselective nitrone cycloadditions of alpha,beta-unsaturated 2-acyl imidazoles catalyzed by bis(oxazolinyl)pyridine-cerium(IV) triflate complexes. | Organic letters 20060720 |
| Iterative, aqueous synthesis of beta3-oligopeptides without coupling reagents. | Journal of the American Chemical Society 20060208 |
| Synthesis and biological activity of isoxazolidinyl polycyclic aromatic hydrocarbons: potential DNA intercalators. | Journal of medicinal chemistry 20060126 |
| Synthesis and evaluation of trimethoxyphenyl isoxazolidines as inhibitors of secretory phospholipase A2 with anti-inflammatory activity. | International journal of molecular medicine 20051101 |
| Zinc(II) triflate-controlled 1,3-dipolar cycloadditions of C-(2-thiazolyl)nitrones: application to the synthesis of a novel isoxazolidinyl analogue of tiazofurin. | The Journal of organic chemistry 20051028 |
| Two-step metal-mediated transformation of isoxazolidine-5-spirocyclopropanes into pyridone derivatives. | The Journal of organic chemistry 20050708 |
| Enhancement in antimicrobial activity of 2-(phenyl)-3-(2-butyl-4-chloro-1H-imidazolyl)-5-butylate isoxazolidine. | Bioorganic & medicinal chemistry letters 20050401 |
| Intramolecular nitrone cycloaddition reaction on carbohydrate-based precursors: application in the synthesis of spironucleosides and spirobisnucleosides. | The Journal of organic chemistry 20040917 |
| Synthesis of 1alpha,25-dihydroxyvitamin D3-26,23-lactams (DLAMs), a novel series of 1 alpha,25-dihydroxyvitamin D3 antagonist. | Bioorganic & medicinal chemistry letters 20040517 |
| Synthesis of novel isoxazolidine derivatives and their antifungal and antibacterial properties. | Archiv der Pharmazie 20030601 |
| Synthesis of novel isoxazolidine derivatives and studies for their antifungal properties. | European journal of medicinal chemistry 20030601 |
| Indium-mediated reduction of hydroxylamines to amines. | Organic letters 20030515 |
| alpha-Keto amides as precursors to heterocycles--generation and cycloaddition reactions of piperazin-5-one nitrones. | Organic & biomolecular chemistry 20030407 |
| Reactivity models of 1-N-vinyluracil and synthesis of a new class of potential antiviral agents by the use of 1,3-dipolar cycloaddition reactions. | Nucleosides, nucleotides & nucleic acids 20030101 |
| Efficient entry to highly functionalized beta-lactams by regio- and stereoselective 1,3-dipolar cycloaddition reaction of 2-azetidinone-tethered nitrones. Synthetic applications. | The Journal of organic chemistry 20021004 |
| Structural characterization of isoxazolidinyl nucleosides by fast atom bombardment tandem mass spectrometry. | Journal of mass spectrometry : JMS 20011101 |
| Simultaneous discrimination of diastereotopic groups and faces: the first example in intramolecular [3+2] and [2+2+1] cycloaddition reactions. | The Journal of organic chemistry 20010601 |
| The synthesis of (+)-allopumiliotoxin 323B'. | Chemistry (Weinheim an der Bergstrasse, Germany) 20010504 |
| Chiral auxiliary based approach toward the synthesis of C-glycosylated amino acids. | Organic letters 20010503 |
| Regio- and stereoselectivity of captodative olefins in 1,3-dipolar cycloadditions. A DFT/HSAB theory rationale for the observed regiochemistry of nitrones. | The Journal of organic chemistry 20010223 |
| Transannular nitrone cycloaddition. A stereocontrolled entry to the spirocyclic core of pinnaic acid. | Organic letters 20010208 |
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