145041-37-8

Basic information

• Product Name: methyl (2R,3S)-3-benzoylamino-2-benzyloxy-3-phenylpropanethioate
• Synonyms: methyl (2R,3S)-3-benzoylamino-2-benzyloxy-3-phenylpropanethioate
• CAS NO: 145041-37-8
• Molecular Weight: 389.451
• Mol File: 145041-37-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: methyl (2R,3S)-3-benzoylamino-2-benzyloxy-3-phenylpropanethioate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (2R,3S)-3-benzoylamino-2-benzyloxy-3-phenylpropanethioate(145041-37-8)
• EPA Substance Registry System: methyl (2R,3S)-3-benzoylamino-2-benzyloxy-3-phenylpropanethioate(145041-37-8)

Safety Data

• Hazardous Substances Data: 145041-37-8(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 194420-31-0 (2R,3S)-2-benzyloxy-3-benzoylamino-3-phenylpropanoic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 133756-18-0 S-tert-butyl 2-(benzyloxy)ethanethioate 
• 145041-36-7 S-tert-butyl (2R,3S)-3-benzoylamino-2-benzyloxy-3-phenylpropanethioate 
• 153063-58-2 methyl (2R,3R)-2-benzyloxy-3-hydroxy-3-phenylpropanoate 
• 145041-34-5 (2R,3S)-3-Azido-2-benzyloxy-3-phenyl-thiopropionic acid S-tert-butyl ester 
• 145041-35-6 (2R,3S)-3-Amino-2-benzyloxy-3-phenyl-thiopropionic acid S-tert-butyl ester 
• 145041-33-4 S-tert-butyl (2R,3R)-2-benzyloxy-3-hydroxy-3-phenylpropanethioate 
• 67-56-1 methanol 

Downstream Products

• 32981-85-4 methyl (2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoate 

Relevant articles and documents

A CATALYTIC ASYMMETRIC METHOD FOR THE PREPARATION OF THE PACLITAXEL (TAXOL) C-13 SIDE-CHAIN DERIVATIVES AND ITS USE IN THE PREPARATION OF TAXANE DERIVATIVES

A new catalytic asymmetric two-step or one-pot method for the preparation of the C-13 side-chain of paclitaxel (Taxol) and derivatives of the general formula (I) in the form of an acid, salt or ester, in which R represents an aryl group or alkyl group, R1 represents an aryl group or alkyl group, Y represents O, H or alkyl, and X1 represent -CH2-Ph, alkyl, aryl, SiR3 (where the silyl group is a common protective group) or other suitable protective group.

Highly stereocontrolled asymmetric syntheses of taxol and taxotere C-13 side chain analogues

Asymmetric aldol reaction of (+)-tricarbonyl(η6-2-trimethylsilylbenzaldehyde)chromium(0) complex (4) with titanium enolate of S-tert-butyl benzyloxyethanethioate (10) provided, after consecutive desilylation and decomplexation, anti-aldol product 15 in a highly stereo selective manner. Anti-product 15 was subsequently converted to (2R,3S)-N-benzoyl- and N-tert-butoxycarbonyl-3-phenylisoserine methyl esters (23 and 24), C-13 side chain analogues of taxol (1) and taxotere (2).