124689-64-1

Basic information

• Product Name: cryptophycin 46
• Synonyms: cryptophycin 46
• CAS NO: 124689-64-1
• Molecular Formula: C₃₅H₄₃ClN₂O₇
• Molecular Weight: 639.18
• Mol File: 124689-64-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 872.611°C at 760 mmHg
• Flash Point: 481.538°C
• Appearance: /
• Density: 1.134g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.53
• CAS DataBase Reference: cryptophycin 46(CAS DataBase Reference)
• NIST Chemistry Reference: cryptophycin 46(124689-64-1)
• EPA Substance Registry System: cryptophycin 46(124689-64-1)

Safety Data

• Hazardous Substances Data: 124689-64-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C35H43ClN2O7/c1-22(2)18-31-35(42)44-29(23(3)14-15-25-10-7-6-8-11-25)12-9-13-32(39)38-28(33(40)37-21-24(4)34(41)45-31)20-26-16-17-30(43-5)27(36)19-26/h6-11,13-17,19,22-24,28-29,31H,12,18,20-21H2,1-5H3,(H,37,40)(H,38,39)/b13-9+,15-14+/t23-,24-,28+,29+,31+/m1/s1

Upstream product

• 182486-25-5 tert-butyl (5S,6R)-5-[(2S)-2-[(2R)-3-[(2R)-2-tert-butoxycarbonylamino-3-(3-chloro-4-methoxyphenyl)propionylamino]-2-methylpropionyloxy]-4-methylpentanoyloxy]-6-methyl-8-phenylocta-2(E),7(E)-dienoate 
• 182486-27-7 (2E,7E)-(5S,6R)-5-((S)-2-{(R)-3-[(R)-2-Amino-3-(3-chloro-4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoyloxy)-6-methyl-8-phenyl-octa-2,7-dienoic acid 
• 1027246-51-0 tert-butyl (2S)-2-{[(2R)-3-amino-2-methylpropanoyl]oxy}-4-methylpentanoate 
• 208581-50-4 (3S,4R,5E)-3-{[tert-butyl(dimethyl)silyl]oxy}-4-methyl-6-phenylhex-5-en-1-ol 
• 188926-25-2 (2S,3S)-3,5-bis{[tert-butyl(dimethyl)silyl]oxy}-2-methylpentanal 
• 188926-24-1 (2R,3S)-3,5-bis{[(tert-butyl)dimethylsilyl]oxy}-2-methyl-1-pentanol 
• 178977-57-6 tert-butyl (5S,6R,2E,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoate 
• 3069-52-1 (2S)-2-hydroxy-4-methylpentanoic acid 1,1-dimethylethyl ester 
• 179093-50-6 (S)-2-{(R)-3-[(R)-2-tert-Butoxycarbonylamino-3-(3-chloro-4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoic acid 
• 74-88-4 methyl iodide 
• 168569-18-4 cryptophycin-30 
• 70601-62-6 (D)-N-acetyl-4-methoxy-phenylalanine 
• 168777-81-9 (3S,4R)-1-[(tert-butyldimethylsilyl)oxy]-4-methylhex-5-en-3-ol 
• 1080-32-6 O,O-diethyl benzylphosphonate 

Downstream Products

• 171674-92-3 cryptophycin-31 
• 168569-15-1 cryptophycin-27 
• 124689-65-2 cryptophycin-1 

Relevant articles and documents

BIOCATALYTIC SYNTHESIS OF CRYPTOPHYCIN ANTICANCER AGENTS

The disclosure provides cryptophycin intermediates, cryptophycin analogs, and cryptophycin chimeric molecules useful in treating cancer, as well as methods of producing these compounds and methods of treating cancer.

Total Synthesis of Cryptophycins-1, -3, -4, -24 (Arenastatin A), and -29, Cytotoxic Depsipeptides from Cyanobacteria of the Nostocaceae

A convergent synthesis of cryptophycins has been developed in which (5S,6R)-5-hydroxy-6-methyl-8-phenylocta-2(E),7(E)-dienoic acid (A) is coupled with an amino acid segment (B). Two stereo-selective routes to A are described, the first employing allylatio

Total synthesis of cryptophycins via a chemoenzymatic approach

A highly convergent synthesis of cryptophycins in their enantiomerically-pure forms was achieved. Our strategy consists of the synthesis of the two units 3 and 4 and linking them together to form the macrocyclic ring. The upper unit 3 was prepared from 10 in four steps, and the lower unit 4 was prepared from 20 in three steps. Enantioselective biocatalytic methodology was used to prepare the requisite chiral building blocks, (R)-11 and (R)-19. The stereochemical versatility of this synthetic approach is demonstrated by the synthesis of cryptophycin A and the four diastereomers of cryptophycin C.