161666-80-4

Upstream product

• 161666-81-5 (2S,4R)-2-(2-Acetoxy-ethylsulfanylmethyl)-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester 
• 161666-78-0 (2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-(2-hydroxy-ethylsulfanylmethyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester 
• 1054645-55-4 (2S,4R)-2-(2-Acetoxy-ethylsulfanylmethyl)-4-methanesulfonyloxy-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester 
• 10387-40-3 potassium thioacetate 

Downstream Products

• 161666-82-6 (2S,4S)-[1-(p-nitrobenzyloxycarbonyl)-2-(hydroxyethylthiomethyl)-4-(mercapto)]pyrrolidine 

Relevant academic research and scientific papers

2-(2-substituted pyrrolidin-4-yl) thio-carbapenem derivatives

The present invention relates to 2-(2-substituted pyrrolidin-4-yl)-thio-carbapenem derivatives and pharmaceutically acceptable salts thereof, to a process for preparing the derivatives, an intermediate compound for preparing the derivatives, an antibacterial composition containing the derivatives, and use of the derivatives as an antibacterial agent.

Studies on the synthesis and structure-activity relationships of 2-(2-functionalized pyrrolidin-4-ylthio)-1β-methylcarbapenems

A series of new carbapenem derivatives, which have a pyrrolidin-4-ylthio group substituted with a hydroxyalkyl or carbamoyl group at the 2′ position as the C-2 side chain, have been prepared. The antibacterial activity and the stability to renal dehydropeptidase-I of these compounds were investigated, and the structure-activity relationships were studied. Among these new carbapenems, (1R,5S,6S)-2-[(2S,4S)-2-{(2-hydroxy)ethylmercaptomethyl}pyrrolidin-4-ylthio]-6- [(1R)-1-hydroxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylic acid (1a) showed the most potent and well balanced activity and was selected as a candidate for further evaluation.