138508-07-3

Upstream product

• 147082-06-2 (2S,4S)-4-(4-methoxybenzylthio)-1-(4-nitrobenzyloxycarbonyl)-2-pyrrolidinecarboxylic acid 

Downstream Products

• 138508-46-0 (2S,4S)-4-Mercapto-2-{4-[2-(4-nitro-benzyloxycarbonyloxy)-ethyl]-[1,4]diazepane-1-carbonyl}-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester 
• 138508-48-2 4-Nitrobenzyl (1R,5S,6S)-2-{(2S,4S)-2-[4-(2-p'-nitrobenzyloxycarbonyloxyethyl)-1-homopiperazinylcarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidin-4-ylthio}-6-[(1R)-1-hydroxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylate 

Relevant academic research and scientific papers

Synthesis and structure-activity relationships of 1β-methylcarbapenems with quaternary ammonium side chains

The synthesis and antibacterial activity of 1β-methylcarbapenems with quaternary ammonium groups at the C-2 position have been studied. Two types of new carbapenem derivatives have been synthesized. These 1β-methylcarbapenems, one type having a (2S,4S)-2-[1,1-dimethyl-2-(1-piperazinyl)carbonyl]pyrrolidinio-4-ylthio group and the other type having a (2S,4S)-2-(4-carbamoylmethyl-4-methylhomopiperazinio-1-ylcarbon-yl)pyrrolidin-4 -ylthio group, show potent and well balanced antibacterial activity as well as high stability against dehydropeptidase-I. The in vivo potency of these two carbapenems was compared with that of meropenem. The structure-activity relationships leading to these carbapenems are also described.