228267-25-2

Upstream product

• 228267-21-8 (3R)-4-tert-butoxycarbonylamino-3-tert-butyldimethylsiloxy-1-(4-dimethoxymethylphenyl)butanol 
• 228267-24-1 (2R,4R)-2-[4-(N-allyloxycarbonyl-N-methylaminomethyl)phenyl]-1-tert-butoxycarbonyl-4-tert-butyldimethylsiloxypyrrolidine 
• 1027089-21-9 4-(tert-butyl-dimethyl-silanyloxy)-2-(4-methylaminomethyl-phenyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 228267-23-0 (2R,4R)-1-tert-butoxycarbonyl-4-tert-butyldimethylsiloxy-2-[4-(hydroxymethyl)phenyl]pyrrolidine 
• 228267-22-9 (2R,4R)-1-tert-butoxycarbonyl-4-tert-butyldimethylsiloxy-2-(4-formylphenyl)pyrrolidine 

Downstream Products

• 228267-14-9 (2R,4S)-2-{4-[(Allyloxycarbonyl-methyl-amino)-methyl]-phenyl}-4-mercapto-pyrrolidine-1-carboxylic acid allyl ester 
• 228267-13-8 (2R,4S)-4-acetylthio-2-[4-(N-allyloxycarbonyl-N-methylaminomethyl)phenyl]-1-allyloxycarbonylpyrrolidine 
• 228267-15-0 allyl (1R,5S,6S)-2-[(3S,5R)-1-allyloxycarbonyl-5-[4-(N-methyl-N-alylloxycarbonylaminomethyl)phenyl]pyrrolidin-3-ylthio]-6-[(R)-1-hydroxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylate 
• 267881-15-2 (2R,4R)-2-{4-[(Allyloxycarbonyl-methyl-amino)-methyl]-phenyl}-4-mercapto-pyrrolidine-1-carboxylic acid allyl ester 
• 228267-26-3 (2R,4R)-2-[4-(N-allyloxycarbonyl-N-methylaminomethyl)phenyl]-1-allyloxycarbonyl-4-mesyloxypyrrolidine 

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.

CARBAPENEM DERIVATIVES

Compounds represented by general formula (I); a process for producing the same; and utilization thereof as antimicrobial agents and metallo-bea-lactamase inhibitors, wherein R1 represents hydrogen or lower alkyl; R2 represents hydrogen, an ester residue,