92685-90-0

Basic information

• Product Name: (2S,3S)-3-((R)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid tert-butyl ester
• Synonyms: (2S,3S)-3-((R)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid tert-butyl ester
• CAS NO: 92685-90-0
• Molecular Weight: 321.373
• Mol File: 92685-90-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2S,3S)-3-((R)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S)-3-((R)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid tert-butyl ester(92685-90-0)
• EPA Substance Registry System: (2S,3S)-3-((R)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid tert-butyl ester(92685-90-0)

Safety Data

• Hazardous Substances Data: 92685-90-0(Hazardous Substances Data)

Upstream product

• 117901-03-8 (2S,3S)-3-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-ethyl]-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid tert-butyl ester 
• 117901-02-7 [[(2R,3R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-oxiranecarbonyl]-(4-methoxy-phenyl)-amino]-acetic acid tert-butyl ester 
• 117901-04-9 (2S,3S)-3-((S)-1,2-Dihydroxy-ethyl)-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid tert-butyl ester 
• 104-94-9 4-methoxy-aniline 
• 92685-83-1 N-<(tert-butoxycarbonyl)methyl>-p-anisidine 
• 5292-43-3 bromoacetic acid tert-butyl ester 
• 92685-87-5 [((2S,3R)-2-Bromo-3-hydroxy-butyryl)-(4-methoxy-phenyl)-amino]-acetic acid tert-butyl ester 
• 117901-05-0 (2S,3S)-1-(4-Methoxy-phenyl)-3-(S)-oxiranyl-4-oxo-azetidine-2-carboxylic acid tert-butyl ester 

Downstream Products

• 203252-14-6 (2R,3R)-3-((R)-1-(tert-butyldimethylsilyloxy)ethyl)-1-(4-methoxyphenyl)-4-oxoazetidin-2-yl acetate 
• 97363-07-0 (2S,3S)-3-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-1-(4-methoxyphenyl)-4-oxoazetidine-2-carboxylic acid 
• 186204-21-7 (2S,3S)-3-Acetyl-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid tert-butyl ester 

Relevant articles and documents

OXIRANE RINGS: STUDIES AND APPLICATIONS OF A NEW CHEMO AND REGIO SELECTIVE REDUCTIVE OPENING OF EPOXIDES

The straightforward reductive opening of 1,2 epoxides to alcohols was studied and applied to several significant compounds.The reaction, which proceeds via the nucleophilic opening of the oxirane ring and the subsequent free radical dehalogenation, shows an excellent chemical yield as well as chemo and regioselectivity.This reaction was also applied to a chiral α,β-epoxyester.

STEREOSPECIFIC SYNTHESIS OF CHIRAL PRECURSORS OF THIENAMYCIN FROM L-THREONINE

L-Threonine was transformed, stereospecifically, to a versatile β-lactam (5a) in 3 steps.This β-lactam was further converted to a key intermediate (25) for the synthesis of thienamycin and its biologically active analogues.Furthermore, the compound 5a was changed to iodides (18 and 23), cyanides (19 and 24), chloromethylketone (26) and aldehydes (30 and 31) which appear to have a latent potential as precursors for the syntheses of the carbapenems.