163010-82-0

Basic information

• Product Name: (4S,5R)-5-Formyl-2,2-dimethyl-4-phenyl-oxazolidine-3-carboxylic acid tert-butyl ester
• Synonyms: (4S,5R)-5-Formyl-2,2-dimethyl-4-phenyl-oxazolidine-3-carboxylic acid tert-butyl ester
• CAS NO: 163010-82-0
• Molecular Weight: 305.374
• Mol File: 163010-82-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (4S,5R)-5-Formyl-2,2-dimethyl-4-phenyl-oxazolidine-3-carboxylic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,5R)-5-Formyl-2,2-dimethyl-4-phenyl-oxazolidine-3-carboxylic acid tert-butyl ester(163010-82-0)
• EPA Substance Registry System: (4S,5R)-5-Formyl-2,2-dimethyl-4-phenyl-oxazolidine-3-carboxylic acid tert-butyl ester(163010-82-0)

Safety Data

• Hazardous Substances Data: 163010-82-0(Hazardous Substances Data)

Upstream product

• 124605-42-1 methyl (2R,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenylpropionate 
• 203806-61-5 (2R,3S)-3-tert-Butoxycarbonylamino-3-phenyl-2-triisopropylsilanyloxy-propionic acid methyl ester 
• 163010-80-8 2-<(4S,5R)-N-tert-butoxycarbonyl-2,2-dimethyl-4-phenyl-1,3-oxazolidin-5-yl>-1,3-thiazole 
• 172213-23-9 (3R,4S)-1-benzoyl-3-triisopropylsilyloxy-4-phenylazetidin-2-one 
• 153652-71-2 (4S,5R)-2,2-Dimethyl-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester 

Downstream Products

• 1219933-97-7 (4S,5S)-tert-butyl 5-((E)-3-methoxy-3-oxoprop-1-enyl)-2,2-dimethyl-4-phenyloxazolidine-3-carboxylate 
• 203806-83-1 (4S,5R)-5-((S)-1-Hydroxy-but-3-enyl)-2,2-dimethyl-4-phenyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 143615-03-6 (4S,5R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-4-phenyloxazolidine-5-carboxylic acid 

Relevant articles and documents

A stereoselective synthesis of (+)-L-733,060 from ethyl (R)-(+)-2,3-epoxypropanoate

An asymmetric synthesis of neurokinin substance P receptor antagonist (+)-L-733,060 starting from enantiomerically pure ethyl (R)-(+)-2,3-epoxypropanoate (ethyl glycidate) is described. The synthesis relies on a diastereoselective reductive amination, regioselective intramolecular epoxide opening, and in situ cyclization as the key steps.

Synthesis of taxol and taxotere side chains by 2-(trimethylsilyl)thiazole based homologation of L-phenylglycine

L-Phenylglycine is homologated by the use of 2-(trimethylsilyl)thiazole into (2R,3S)-N-benzoyl- and N-tert-butoxycarbonyl-3-phenylisoserine, which are isolated as acetonide derivatives in 47 and 35% overall yields and with 84 and 90% ee, respectively.