175846-35-2

Upstream product

• 1499-56-5 (R)-4-hydroxy-L-proline ethyl ester 
• 104773-44-6 (2S,4R)-1-p-methoxybenzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylic acid methyl ester 
• 148016-87-9 (2S,4R)-1-p-methoxybenzyloxycarbonyl-4-methanesulfonyloxypyrrolidine-2-carboxylic acid methyl ester 
• 148016-89-1 (2S,4S)-1-p-methoxybenzyloxycarbonyl-4-tritylthiopyrrolidine-2-methanol 
• 148016-92-6 (2S,4S)-2-aminomethyl-1-p-methoxybenzyloxycarbonyl-4-tritylthiopyrrolidine 
• 148016-88-0 (2S,4S)-1-p-methoxybenzyloxycarbonyl-4-tritylthiopyrrolidine-2-carboxylic acid methyl ester 
• 148016-90-4 (2S,4S)-1-p-methoxybenzyloxycarbonyl-4-tritylthiopyrrolidine-2-methanol methanesulfonate 
• 148016-93-7 (2S,4S)-1-p-methoxybenzyloxycarbonyl-2-phthalimidomethyl-4-tritylthiopyrrolidine 
• 175846-17-0 (2S,4S)-2-(Carbamoylmethanesulfonylamino-methyl)-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid 4-methoxy-benzyl ester 
• 175846-18-1 (2S,4S)-2-(Methoxycarbonylmethanesulfonylamino-methyl)-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid 4-methoxy-benzyl ester 
• 51-35-4 4R-4-hydroxyproline 

Relevant academic research and scientific papers

A novel 1β-methylcarbapenem antibiotic, S-4661 synthesis and structure-activity relationships of 2-(5-substituted pyrrolidin-3-ylthio)-1β-methylcarbapenems

The synthesis and biological activity of (1R,5S,6S)-2-[(3S,5S)-5-substituted pyrrolidin-3-ylthio]-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylic acids are described. These compounds exhibit potent antibacterial activity against a wide range of both Gram-positive and Gram-negative bacteria including Pseudomonas aeruginosa. Of these new carbapenems, (1R,5S,6S)-2-[(3S,5S)-5-sulfamoylaminomethyl pyrrolidin-3-ylthio]-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylic acid (S-4661) showed the most potent and well balanced activity and was selected as a candidate for further evaluation.