442887-37-8

Upstream product

• 133808-94-3 allyl (1R,5R,6S)-2-(diphenoxyphosphoryloxy)-6-[(R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate 
• 442681-36-9 3-[1-tert-butoxycarbonyl-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-pentanedioic acid diethyl ester 
• 442887-33-4 (2R,4R)-4-acetoxy-2-[4-(N-allyloxycarbonylaminomethyl)cyclohexyl]-1-allyloxycarbonylpyrrolidine 
• 442887-25-4 (2S,4R)-2-[4-(N-allyloxycarbonylaminomethyl)cyclohexyl]-1-allyloxycarbonyl-4-hydroxypyrrolidine 
• 442887-21-0 (2S,4S)-2-[4-(N-allyloxycarbonylaminomethyl)cyclohexyl]-1-allyloxycarbonyl-4-hydroxypyrrolidine 
• 442887-13-0 (2S,4S)-1-tert-butoxycarbonyl-4-tert-butyldimethylsiloxy-2-(4-cyanocyclohexyl)pyrrolidine 
• 442681-37-0 (2S,4S)-1-tert-butoxycarbonyl-4-tert-butyldimethylsiloxy-2-(1,5-pentanediol-3-yl)pyrrolidine 
• 150309-72-1 (2R,4R)-1-tert-butoxycarbonyl-4-tert-butyldimethylsiloxy-2-[(E)-2-(ethoxycarbonyl)vinyl]pyrrolidine 
• 442681-34-7 (2R,4R)-1-tert-butoxycarbonyl-4-tert-butyldimethylsiloxy-2-[(E)-2-(ethoxycarbonyl)vinyl]pyrrolidine 
• 442681-68-7 (2R,4S)-1-tert-butoxycarbonyl-2-[(E)-2-(ethoxycarbonyl)vinyl]-4-hydroxypyrrolidine 
• 442681-67-6 (2R,4R)-1-tert-butoxycarbonyl-2-[(E)-2-(ethoxycarbonyl)vinyl]-4-hydroxypyrrolidine 
• 442887-29-8 (2R,4S)-4-acetylthio-2-[4-(N-allyloxycarbonylaminomethyl)cyclohexyl]-1-allyloxycarbonylpyrrolidine 
• 442887-09-4 (2S,4S)-1-tert-butoxycarbonyl-4-tert-butyldimethylsiloxy-2-(4-cyano-4-phenylsulfonylcyclohexyl)pyrrolidine 
• 442681-35-8 3-[1-tert-butoxycarbonyl-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-2-ethoxycarbonyl-pentanedioic acid diethyl ester 

Relevant academic research and scientific papers

Structure-activity relationships of 1β-methyl-2-(5-phenylpyrrolidin-3-ylthio)carbapenems

Structure-activity relationship studies of 1β-methyl-2-[(3S,5R)-5-(4-aminomethylphenyl)pyrrolidin-3- ylthio]carbapenems, especially those pertaining to the relationship between antibacterial activity and side-chain structure were conducted. These studies suggested that the trans-(3S,5R)-5-phenylpyrrolidin-3-ylthio side-chain and the aminomethyl group at the 4-position of the phenyl ring play a key role in enhancing the antibacterial activity against the MRSA and Pseudomonas aeruginosa strains. In particular, the basicity of a substituent at the 4-position of the phenyl ring were shown to greatly contribute to the antibacterial activity against MRSA and methicillin-resistant Staphyloccocus epidermidis strains. In contrast, the amidine group was shown to lead to potent antibacterial activity against P. aeruginosa strains comparable to that of imipenem, however, a good correlation between the basicity of the 4-substituent and antipseudomonal activity was not observed. In conclusion, the 4-aminomethyl or methylaminomethyl group on the phenyl ring was the best substituent for antipseudomonal activity.