228267-22-9

Upstream product

• 24856-58-4 1,1-dimethoxy-1-(4-bromophenyl)methane 
• 228267-21-8 (3R)-4-tert-butoxycarbonylamino-3-tert-butyldimethylsiloxy-1-(4-dimethoxymethylphenyl)butanol 
• 312297-44-2 (1S,3R)-4-tert-butoxycarbonylamino-3-tert-butyldimethylsiloxy-1-(4-dimethoxymethylphenyl)butanol 
• 272786-26-2 (3R)-4-tert-butoxycarbonylamino-3-tert-butyldimethylsiloxy-1-(4-dimethoxymethylphenyl)butanone 
• 228267-20-7 tert-butyl (R)-4-((tert-butyldimethylsilyl)oxy)-2-oxopyrrolidine-1-carboxylate 
• 360579-41-5 4-(tert-butyl-dimethyl-silanyloxy)-2-(4-dimethoxymethyl-phenyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 

Downstream Products

• 360579-29-9 2-[4-(2-tert-butoxycarbonyl-vinyl)-phenyl]-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 312297-59-9 (2R,4R)-4-Hydroxy-2-[4-((E)-2-isopropoxycarbonyl-vinyl)-phenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 312297-45-3 (2R,4R)-1-tert-butoxycarbonyl-2-[4-[(E)-2-(tert-butoxycarbonyl)vinyl]phenyl]-4-hydroxypyrrolidine 
• 312297-65-7 2-[4-(1-amino-2-ethoxycarbonyl-ethyl)-phenyl]-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 312297-62-4 (2R,4R)-2-(4-{(S)-1-[Benzyl-((R)-1-phenyl-ethyl)-amino]-2-isopropoxycarbonyl-ethyl}-phenyl)-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 312297-46-4 (2R,4R)-1-tert-butoxycarbonyl-4-hydroxy-2-[4-[(S)-1-[(R)-N-benzyl-N-(α-methylbenzyl)amino]-2-tert-butoxycarbonylethyl]phenyl]pyrrolidine 
• 312297-60-2 (2R,4R)-2-(4-{(S)-1-[Benzyl-((R)-1-phenyl-ethyl)-amino]-2-ethoxycarbonyl-ethyl}-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

Diastereoselective synthesis of (2R,4R)-2-aryl-4-hydroxypyrrolidine: Preparation of the side chain of novel carbapenem

Improved synthesis of the trans-3,5-disubstituted pyrrolidin-3-ylthio side-chain of the novel carbapenem 1 was achieved via stereoselective reduction of the 1-aryl-1-butanone derivative 5 and successive intramolecular cyclization of the resulting chiral alcohol 6. The 1-aryl-1-butanone derivative 5 was obtained by a coupling reaction of protected 4-hydroxy-2-pyrrolidone with aryl-Grignard reagent.

Stereoselective synthesis of a broad spectrum 1β-methylcarbapenem, J-114,870

An ultra-broad spectrum carbapenem, J-114,870 (1), was synthesized from the corresponding C-2 side chain and 1β-methylcarbapenem enolphosphate. Synthesis of the C-2 side chain was accomplished by installation of the benzene part to (4R)-hydroxy-2-pyrrolidone 3, affording 2-phenylpyrrolidine 8a, and asymmetric Michael addition of chiral amine to α,β-unsaturated ester derived from 8a. (C) 2000 Elsevier Science Ltd.