186256-67-7

Basic information

• Product Name: Cryptophycin -
• Synonyms: Cyclo[2,2-dimethyl-b-alanyl-(2S)-2-hydroxy-4-methylpentanoyl-(2E,5S,6S)-5-hydroxy-6-[(2R,3R)-3-phenyloxiranyl]-2-heptenoyl-3-chloro-O-methyl-D-tyrosyl](9CI);Pentanoic acid, 3-chloro-N-[(2E,5S,6S)-5-hydroxy-1-oxo-6-[(2R,3R)-3-phenyloxiranyl]-2-heptenyl]-O-methyl-D-tyrosyl-2,2-dimethyl-b-alanyl-2-hydroxy-4-methyl-, (3?;1)-lactone, (2S)-;Cryptophycin 52;LY 355703
• CAS NO: 186256-67-7
• Molecular Formula: C₃₆H₄₅ClN₂O₈
• Molecular Weight: 669.2041
• Mol File: 186256-67-7.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Cryptophycin -(CAS DataBase Reference)
• NIST Chemistry Reference: Cryptophycin -(186256-67-7)
• EPA Substance Registry System: Cryptophycin -(186256-67-7)

Safety Data

• Hazardous Substances Data: 186256-67-7(Hazardous Substances Data)

Upstream product

• 186256-66-6 cryptophycin-51 
• 556-02-5 tyrosine 
• 478183-57-2 (2R)-2-[(tert-butoxycarbonyl)amino]-3-(3-chloro-4-hydroxyphenyl)propanoic acid 
• 162465-45-4 (R)-2-((tet-butoxycarbonyl)amino)-3-(3-chloro-4-methoxyphenyl)propanoic acid 
• 13748-90-8 (S)-2-hydroxyl-3,3-dimethylbutyric acid 
• 162465-33-0 allyl (2S)-2-Hydroxy-4-methylpentanoate 
• 186256-68-8 cryptophycin 53 
• 186256-69-9 cryptophycin 55 
• 208581-53-7 (E)-ethyl 5-(4-methoxyphenylmethyloxy)-2-methyl-2-pentenoate 
• 208581-45-7 (E)-5-(4-methoxyphenylmethyloxy)-2-methyl-2-pentenol 
• 219660-54-5 (E)-(3S,10R,16S)-10-(3-Chloro-4-methoxy-benzyl)-3-isobutyl-6,6-dimethyl-16-((R)-1-methyl-allyl)-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone 

Downstream Products

• 186256-69-9 cryptophycin 55 

Relevant articles and documents

Synthesis of cryptophycin 52 using the shi epoxidation

Matrix presented A synthesis of cryptophycin 52 is reported using a Shi epoxidation strategy to install the epoxide moiety in a diastereoselective fashion. Several epoxidation results for cryptophycin substrates are disclosed followed by a discussion of t

Efficient synthesis of cryptophycin-52 and novel para- Alkoxymethyl unit A analogues

Cryptophycins are a family of highly cytotoxic, cyclic depsipeptides. They display antitumour activity that is largely maintained for multidrug-resistant tumour cells. Cryptophycins are composed of four building blocks (units A-D) that correspond to the respective amino and hydroxy acids. A new synthetic route to unit A allows the selective generation of all four stereogenic centres in a short, efficient and reliable synthesis and con-tributes to an easier and faster synthesis of cryptophycins. The first two stereogenic centres are introduced by a catalytic asymmetric dihydroxylation, whereas the remaining two stereogenic centres are introduced with substrate control of diastereoselectivity. The stereogenic diol function also serves as the epoxide precursor. The approach was used to synthesise the native unit A building block as well as three paraalkoxymethyl analogues from which cryptophycin-52 and three analogous cryptophycins were prepared. Macrocyclisation of the seco-depsipeptides was based on ring-closing metathesis.

A convergent approach to cryptophycin 52 analogues: Synthesis and biological evaluation of a novel series of fragment A epoxides and chlorohydrins

Cryptophycin 52 is a synthetic derivative of Cryptophycin 1, a potent antimicrotubule agent isolated from cyanobacteria. In an effort to increase the potency and water solubility of the molecule, a structure-activity relationship study (SAR) was initiated