148016-92-6

Basic information

• Product Name: (2S,4S)-2-aminomethyl-1-p-methoxybenzyloxycarbonyl-4-tritylthiopyrrolidine
• Synonyms: (2S,4S)-2-aminomethyl-1-p-methoxybenzyloxycarbonyl-4-tritylthiopyrrolidine
• CAS NO: 148016-92-6
• Molecular Weight: 538.711
• Mol File: 148016-92-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2S,4S)-2-aminomethyl-1-p-methoxybenzyloxycarbonyl-4-tritylthiopyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4S)-2-aminomethyl-1-p-methoxybenzyloxycarbonyl-4-tritylthiopyrrolidine(148016-92-6)
• EPA Substance Registry System: (2S,4S)-2-aminomethyl-1-p-methoxybenzyloxycarbonyl-4-tritylthiopyrrolidine(148016-92-6)

Safety Data

• Hazardous Substances Data: 148016-92-6(Hazardous Substances Data)

Upstream product

• 148016-91-5 (2S,4S)-1-p-methoxybenzyloxycarbonyl-2-azidomethyl-4-tritylthiopyrrolidine 
• 148016-93-7 (2S,4S)-1-p-methoxybenzyloxycarbonyl-2-phthalimidomethyl-4-tritylthiopyrrolidine 
• 51-35-4 4R-4-hydroxyproline 
• 148016-90-4 (2S,4S)-1-p-methoxybenzyloxycarbonyl-4-tritylthiopyrrolidine-2-methanol methanesulfonate 
• 148016-88-0 (2S,4S)-1-p-methoxybenzyloxycarbonyl-4-tritylthiopyrrolidine-2-carboxylic acid methyl ester 
• 148016-89-1 (2S,4S)-1-p-methoxybenzyloxycarbonyl-4-tritylthiopyrrolidine-2-methanol 
• 148016-87-9 (2S,4R)-1-p-methoxybenzyloxycarbonyl-4-methanesulfonyloxypyrrolidine-2-carboxylic acid methyl ester 
• 104773-44-6 (2S,4R)-1-p-methoxybenzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylic acid methyl ester 
• 1499-56-5 (R)-4-hydroxy-L-proline ethyl ester 

Downstream Products

• 175846-06-7 (2S,4S)-2-[(4-Methoxy-benzyloxycarbonylamino)-methyl]-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid 4-methoxy-benzyl ester 
• 175846-12-5 N-(2S,4S)-1-p-methoxybenzyloxycarbonyl-2-(methoxyaminocarbonyl)aminomethyl-4-tritylthiopyrrolidine 
• 1054617-43-4 (2S,4S)-2-(Acetylamino-methyl)-4-mercapto-pyrrolidine-1-carboxylic acid 4-methoxy-benzyl ester 
• 1053376-70-7 (2S,4S)-4-Mercapto-2-ureidomethyl-pyrrolidine-1-carboxylic acid 4-methoxy-benzyl ester 
• 1053646-35-7 (2S,4S)-4-Mercapto-2-{[(pyridine-3-carbonyl)-amino]-methyl}-pyrrolidine-1-carboxylic acid 4-methoxy-benzyl ester 
• 1053701-37-3 C₁₆H₂₃N₃O₅S 
• 1055034-71-3 (2S,4S)-2-[(2-Hydroxy-ethanesulfonylamino)-methyl]-4-mercapto-pyrrolidine-1-carboxylic acid 4-methoxy-benzyl ester 
• 1054650-25-7 C₁₆H₂₅N₃O₆S₂ 
• 148016-81-3 doripenem 
• 1054609-15-2 (2S,4S)-4-Mercapto-2-[(morpholine-4-sulfonylamino)-methyl]-pyrrolidine-1-carboxylic acid 4-methoxy-benzyl ester 
• 1054650-12-2 (2S,4S)-4-Mercapto-2-[(4-methoxy-benzyloxycarbonylamino)-methyl]-pyrrolidine-1-carboxylic acid 4-methoxy-benzyl ester 
• 175846-10-3 (2S,4S)-4-Tritylsulfanyl-2-ureidomethyl-pyrrolidine-1-carboxylic acid 4-methoxy-benzyl ester 
• 175846-19-2 (2S,4S)-2-[(2-Hydroxy-ethanesulfonylamino)-methyl]-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid 4-methoxy-benzyl ester 
• 175846-17-0 (2S,4S)-2-(Carbamoylmethanesulfonylamino-methyl)-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid 4-methoxy-benzyl ester 

Relevant articles and documents

A novel 1β-methylcarbapenem antibiotic, S-4661 synthesis and structure-activity relationships of 2-(5-substituted pyrrolidin-3-ylthio)-1β-methylcarbapenems

The synthesis and biological activity of (1R,5S,6S)-2-[(3S,5S)-5-substituted pyrrolidin-3-ylthio]-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylic acids are described. These compounds exhibit potent antibacterial activity against a wide range of both Gram-positive and Gram-negative bacteria including Pseudomonas aeruginosa. Of these new carbapenems, (1R,5S,6S)-2-[(3S,5S)-5-sulfamoylaminomethyl pyrrolidin-3-ylthio]-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylic acid (S-4661) showed the most potent and well balanced activity and was selected as a candidate for further evaluation.