127812-53-7

Upstream product

• 124-63-0 methanesulfonyl chloride 
• 104795-10-0 (2S,4R)-4-tert-butyldimethylsiloxy-2-hydroxymethyl-N-(4-nitrobenzyloxycarbonyl) pyrrolidine 

Downstream Products

• 161666-77-9 (2S,4R)-2-Acetylsulfanylmethyl-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester 
• 206117-21-7 6-(1-hydroxy-ethyl)-4-methyl-3-{1-(4-nitro-benzyloxycarbonyl)-5-[1-(4-nitro-benzyloxycarbonyl)-pyrrolidin-3-ylsulfanylmethyl]-pyrrolidin-3-ylsulfanyl}-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 206117-18-2 (4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-3-{(3S,5S)-1-(4-nitro-benzyloxycarbonyl)-5-[2-(4-nitro-benzyloxycarbonylamino)-ethylsulfanylmethyl]-pyrrolidin-3-ylsulfanyl}-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 206117-19-3 (4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-3-[(3S,5S)-1-(4-nitro-benzyloxycarbonyl)-5-(2-ureido-ethylsulfanylmethyl)-pyrrolidin-3-ylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 138324-78-4 (4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-3-[(3S,5S)-1-(4-nitro-benzyloxycarbonyl)-5-(pyridin-3-ylsulfanylmethyl)-pyrrolidin-3-ylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 206117-22-8 (4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-3-[(3S,5S)-1-(4-nitro-benzyloxycarbonyl)-5-(pyridin-4-ylsulfanylmethyl)-pyrrolidin-3-ylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 206117-20-6 (4R,5S,6S)-3-[(3S,5S)-5-Difluoromethylsulfanylmethyl-1-(4-nitro-benzyloxycarbonyl)-pyrrolidin-3-ylsulfanyl]-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 206117-27-3 (2S,4S)-4-Mercapto-2-[(S)-1-(4-nitro-benzyloxycarbonyl)-pyrrolidin-3-ylsulfanylmethyl]-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester 
• 206117-24-0 (2S,4S)-4-Mercapto-2-[2-(4-nitro-benzyloxycarbonylamino)-ethylsulfanylmethyl]-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester 

Relevant academic research and scientific papers

Synthesis and antibacterial activity of novel 4-pyrrolidinylthio carbapanems. Part III: Novel 2-alkyl substituents containing cationic heteroaromatics linked via a C-N bond

The synthesis and biological activity of a novel series of 2-alkyl-4-pyrrolidinylthio-β-methylcarbapenems containing a variety of cationic heteroaromatic substituents is described. As a result of these studies, we uncovered a relationship between in vitro antibacterial activity and the length of the alkyl spacer part, and discovered FR20950 (1c), containing a two methylene spacer moiety and an imidazolio group, which possesses a balanced spectrum of antibacterial activity, including Pseudomonas aeruginosa and Methicillin-resistant Staphylococcus aureus (MRSA). Furthermore, FR20950 exhibited excellent urinary recovery, and com- parable stability against renal dehydropeptidase-I (DHP-I) to Biapenem. DHP-I stability could be improved by introduction of a substituent on to the imidazole ring. (C) 1999 Elsevier Science Ltd. All rights reserved.