153836-53-4

Basic information

• Product Name: (2S,4S)-4-(4-methoxybenzylthio)-2-[(S)-1-methyl-3-pyrrolidinylaminocarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine
• Synonyms: (2S,4S)-4-(4-methoxybenzylthio)-2-[(S)-1-methyl-3-pyrrolidinylaminocarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine
• CAS NO: 153836-53-4
• Molecular Weight: 528.629
• Mol File: 153836-53-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2S,4S)-4-(4-methoxybenzylthio)-2-[(S)-1-methyl-3-pyrrolidinylaminocarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4S)-4-(4-methoxybenzylthio)-2-[(S)-1-methyl-3-pyrrolidinylaminocarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine(153836-53-4)
• EPA Substance Registry System: (2S,4S)-4-(4-methoxybenzylthio)-2-[(S)-1-methyl-3-pyrrolidinylaminocarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine(153836-53-4)

Safety Data

• Hazardous Substances Data: 153836-53-4(Hazardous Substances Data)

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 articles and documents

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.