104773-45-7

Upstream product

• 104795-10-0 (2S,4R)-4-tert-butyldimethylsiloxy-2-hydroxymethyl-N-(4-nitrobenzyloxycarbonyl) pyrrolidine 
• 127812-53-7 (2S,4R)-4-tert-butyldimethylsilyloxy-2-methanesulfonyloxymethyl-1-(4-nitrobenzyloxycarbonyl)pyrrolidine 

Downstream Products

• 127812-54-8 (2S,4R)-4-tert-butyldimethylsilyloxy-2-(imidazol-1-yl)methyl-1-(4-nitrobenzyloxycarbonyl)pyrrolidine 
• 127812-37-7 (4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-3-[(3S,5S)-5-imidazol-1-ylmethyl-1-(4-nitro-benzyloxycarbonyl)-pyrrolidin-3-ylsulfanyl]-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 127812-70-8 (2S,4S)-4-acetylthio-2-(imidazol-1-yl)methyl-1-(4-nitrobenzyloxycarbonyl)pyrrolidine 
• 127812-58-2 (2S,4R)-2-(imidazol-1-yl)methyl-4-methanesulfonyloxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine 
• 127812-74-2 (2S,4S)-2-Imidazol-1-ylmethyl-4-mercapto-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester 
• 127812-56-0 (2S,4R)-4-hydroxy-2-(imidazol-1-yl)methyl-1-(4-nitrobenzyloxycarbonyl)pyrrolidine 
• 161666-78-0 (2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-(2-hydroxy-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.