90629-07-5

Upstream product

• 92133-38-5 (S)-3-{2-[(2R,3S)-3-((R)-1-Hydroxy-ethyl)-4-oxo-azetidin-2-yl]-acetylsulfanyl}-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester 
• 4457-32-3 4-nitrobenzyl chloroformate 
• 86978-81-6 (3R,4R)-4-acetoxy-3-[(R)-1-(t-butyldimethylsilyloxy)ethyl]-1-trimethylsilyl-2-azetidinone 
• 90652-16-7 (S)-3-(2-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-acetylsulfanyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester 
• 88669-70-9 (3S,4R)-3-<(1R)-1-<(tert-Butyldimethylsilyl)oxy>ethyl>-4-(carboxymethyl)azetidin-2-one 
• 87392-18-5 <3S-<3α(S^*),4β>>-benzyl<3-(1-t-butyldimethylsilyloxyethyl)-2-azetidinone-4-yl>acetate 
• 90629-00-8 (S)-3-(2-Trimethylsilanyl-acetylsulfanyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester 
• 97033-08-4 Acetic acid (2R,3R)-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-1-trimethylsilanyl-azetidin-2-yl ester 

Downstream Products

• 90629-09-7 (5R,6S)-6-[(R)-1-(4-Nitro-benzyloxycarbonyloxy)-ethyl]-3-[(S)-1-(4-nitro-benzyloxycarbonyl)-pyrrolidin-3-ylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 90629-52-0 C₄₂H₄₈N₅O₁₈PS 
• 90629-08-6 (S)-3-{2-[(2R,3S)-3-[(R)-1-(4-Nitro-benzyloxycarbonyloxy)-ethyl]-1-(4-nitro-benzyloxyoxalyl)-4-oxo-azetidin-2-yl]-acetylsulfanyl}-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester 

Relevant academic research and scientific papers

REACTION OF ACETOXYAZETIDINONES WITH TRIMETHYLSILYLACETYL THIOLESTERS: PREPARATION OF AZETIDINONE-THIOLESTER PRECURSORS TO CARBAPENEMS

Reaction of acetoxyazetidinones, 1 and 2, with trimethylsilylacetyl thiolesters 10 afforded azetidinone-thiolesters, 11 and 12, which are useful intermediates in the carbapenem synthesis.

AN EFFICIENT CARBAPENEM SYNTHESIS VIA AN INTRAMOLECULAR WITTIG REACTION OF NEW TRIALKOXYPHOSPHORANE-THIOLESTERS

New trialkoxyphosphorane-thiolesters 10, obtained by reaction of oxalimides 9 with trialkyl phosphite, were efficiently cyclized by an intramolecular Wittig reaction to give carbapenems 11.