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165883-76-1 | phorboxazole A
CAS No: 165883-76-1 Catalog No: AG00B9RL MDL No:
Product Description
Catalog Number:
AG00B9RL
Chemical Name:
phorboxazole A
CAS Number:
165883-76-1
IUPAC Name:
(1R,6Z,11R,12R,16E,19S,23R,25S,27R,31R)-11-[(E)-1-[2-[[(2S,4R,6R)-6-[(1R,2E,4E,6R,8E)-9-bromo-1-hydroxy-6-methoxy-3-methylnona-2,4,8-trienyl]-2-hydroxy-4-methoxyoxan-2-yl]methyl]-1,3-oxazol-4-yl]prop-1-en-2-yl]-27-hydroxy-12,31-dimethyl-21-methylidene-4,10,14,29,30-pentaoxa-32-azapentacyclo[23.3.1.12,5.19,13.119,23]dotriaconta-2,5(32),6,16-tetraen-15-one
InChI:
InChI=1S/C53H71BrN2O13/c1-31(16-17-38(61-6)12-10-18-54)21-44(58)47-26-42(62-7)27-53(60,69-47)28-49-55-36(29-63-49)22-33(3)51-35(5)52-34(4)45(67-51)13-9-14-48-56-43(30-64-48)46-24-37(57)23-41(66-46)25-40-20-32(2)19-39(65-40)11-8-15-50(59)68-52/h8-10,14-18,21-22,29-30,34-35,37-42,44-47,51-52,57-58,60H,2,11-13,19-20,23-28H2,1,3-7H3/b14-9-,15-8+,17-16+,18-10+,31-21+,33-22+/t34-,35+,37-,38-,39+,40-,41+,42-,44-,45?,46-,47-,51+,52?,53+/m1/s1
InChI Key:
RIMCCZQKPGAGSV-ORDOQVNCSA-N
Properties
Complexity:
1890
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
13
Defined Bond Stereocenter Count:
6
Exact Mass:
1022.414g/mol
Formal Charge:
0
Heavy Atom Count:
69
Hydrogen Bond Acceptor Count:
15
Hydrogen Bond Donor Count:
3
Isotope Atom Count:
0
Molecular Weight:
1024.056g/mol
Monoisotopic Mass:
1022.414g/mol
Rotatable Bond Count:
12
Topological Polar Surface Area:
194A^2
Undefined Atom Stereocenter Count:
2
Undefined Bond Stereocenter Count:
0
XLogP3:
7.4
Literature
| Title | Journal |
|---|---|
| Total synthesis of the marine toxin phorboxazole A using palladium(II)-mediated intramolecular alkoxycarbonylation for tetrahydropyran synthesis. | Organic & biomolecular chemistry 20121021 |
| The asymmetric Maitland-Japp reaction and its application to the construction of the C1-C19 bis-pyran unit of phorboxazole B. | Organic letters 20110218 |
| Total synthesis of phorboxazole A via de novo oxazole formation: convergent total synthesis. | Journal of the American Chemical Society 20110209 |
| Hemi-phorboxazole a: structure confirmation, analogue design and biological evaluation. | Organic letters 20090820 |
| Total synthesis of phorboxazole A. 2. Assembly of subunits and completion of the synthesis. | Organic letters 20061221 |
| Design and total synthesis of a fluorescent phorboxazole A analog for cellular studies. | Bioorganic & medicinal chemistry letters 20060215 |
| Total synthesis of phorboxazole B. | Chemistry (Weinheim an der Bergstrasse, Germany) 20060123 |
| Synthesis of the C3-C19 segment of phorboxazole B. | Organic letters 20050721 |
| Toward the total synthesis of phorboxazole B: an efficient synthesis of the C20-C46 segment. | Organic letters 20041111 |
| Phorboxazole B synthetic studies: construction of C(1-32) and C(33-46) subtargets. | Organic & biomolecular chemistry 20041021 |
| Synthesis of the C1-C17 segment of phorboxazole B. | Organic letters 20040819 |
| Total synthesis of (+)-phorboxazole A, a potent cytostatic agent from the sponge Phorbas sp. | Organic & biomolecular chemistry 20031207 |
| [Synthesis of architectural complex natural products, potent, antibacterial and anticancer activity]. | The Japanese journal of antibiotics 20030801 |
| Total synthesis of a biotinylated derivative of phorboxazole A via sonogashira coupling. | Bioorganic & medicinal chemistry letters 20030707 |
| Intramolecular palladium(II)-mediated alkoxy carbonylation as a route to functionalized tetrahydropyrans. Synthesis of the C9-C32 segment of phorboxazole A. | Organic letters 20011213 |
| Total synthesis of (+)-phorboxazole A exploiting the Petasis-Ferrier rearrangement. | Journal of the American Chemical Society 20011107 |
| Formal [4+2]-annulation of chiral crotylsilanes: synthesis of the C19-C28 fragment of phorboxazoles. | Organic letters 20010531 |
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