153836-53-4

Upstream product

• 77-78-1 dimethyl sulfate 
• 147082-06-2 (2S,4S)-4-(4-methoxybenzylthio)-1-(4-nitrobenzyloxycarbonyl)-2-pyrrolidinecarboxylic acid 
• 147081-44-5 (3S)-3-amino-1-(tert-butoxycarbonyl)-pyrrolidine 
• 13220-27-4 3-(R)-amino-1-methyl pyrrolidine 

Downstream Products

• 153836-54-5 (4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-3-[(3S,5S)-5-((S)-1-methyl-pyrrolidin-3-ylcarbamoyl)-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 

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.

Antimicrobial carbapenem derivatives, their preparation and their therapeutic use

Compounds of formula (I): (in which R1 is hydrogen or methyl, R2 is hydrogen, optionally substituted aliphatic hydrocarbon or acylimidoyl, R3 is hydrogen or an ester group, and Q is an optionally quaternized nitrogen-containing group) are useful antibiotics which are resistant to dehydropeptidase I, and are thus useful for the treatment of many microbial infections.