170587-06-1

Basic information

• Product Name: (2S,4S)-4-acetylthio-2-[4-(N-allyloxycarbonylaminomethyl)phenyl]-1-allyloxycarbonylpyrrolidine
• Synonyms: (2S,4S)-4-acetylthio-2-[4-(N-allyloxycarbonylaminomethyl)phenyl]-1-allyloxycarbonylpyrrolidine
• CAS NO: 170587-06-1
• Molecular Weight: 418.514
• Mol File: 170587-06-1.mol

Chemical Properties

• CAS DataBase Reference: (2S,4S)-4-acetylthio-2-[4-(N-allyloxycarbonylaminomethyl)phenyl]-1-allyloxycarbonylpyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4S)-4-acetylthio-2-[4-(N-allyloxycarbonylaminomethyl)phenyl]-1-allyloxycarbonylpyrrolidine(170587-06-1)
• EPA Substance Registry System: (2S,4S)-4-acetylthio-2-[4-(N-allyloxycarbonylaminomethyl)phenyl]-1-allyloxycarbonylpyrrolidine(170587-06-1)

Safety Data

• Hazardous Substances Data: 170587-06-1(Hazardous Substances Data)

Upstream product

• 10387-40-3 potassium thioacetate 
• 228267-30-9 (3 R)-N-allyloxycarbonyl-1-(4-hydroxymethylphenyl)-3,4-O-isopropylidene-3,4-dihydroxybutylamine 
• 262846-34-4 (1S,3R)-N-allyloxycarbonyl-1-(4-azidomethylphenyl)-4-tert-butyldimethylsiloxy-3-hydroxybutylamine 
• 228267-29-6 (3R)-N-allyloxycarbonyl-1-(4-tert-butyldimethylsiloxymethylphenyl)-3,4-O-isopropylidene-3,4-dihydroxybutylamine 
• 228267-27-4 (3R)-1-(4-tert-butyldimethylsiloxymethylphenyl)-3,4-O-isopropylidene-3,4-dihydroxybutanol 
• 228267-28-5 (3R)-1-(4-tert-butyldimethylsiloxymethylphenyl)-3,4-O-isopropylidene-3,4-dihydroxybutylazide 
• 304655-64-9 [(R)-1-(4-Azidomethyl-phenyl)-3,4-dihydroxy-butyl]-carbamic acid allyl ester 
• 87736-74-1 4-(tert-butyldimethylsiloxymethyl)bromobenzene 

Downstream Products

• 262846-09-3 (2S,4S)-2-[4-(Allyloxycarbonylamino-methyl)-phenyl]-4-mercapto-pyrrolidine-1-carboxylic acid allyl ester 

Relevant articles and documents

Structure-activity relationships of trans-3,5-disubstituted pyrrolidinylthio- 1β-methylcarbapenems. Part 1:J-111,347 and related compounds

1β-Methylcarbapenems having various 3,5-disubstituted pyrrolidinylthio- side chains at C-2 were designed and synthesized. Evaluation of their antibacterial activities indicated that J-111,347 (1a) is the first example of an extremely broad spectrum antibiotic showing activity against methicillin-resistant Staphylococcus aureus (MRSA) as well as Pseudomonas aeruginosa.

Discovery of novel trans-3,5-disubstituted pyrrolidinylthio-1β-methylcarbapenems

Novel trans-3,5-disubstituted pyrrolidinylthio-1β-methylcarbapenems were designed and synthesized to provide J-111,347 (1a) as the first example of an exceptionally broad-spectrum antibiotic, showing activity against methicillin-resistant Staphyloccocus aureus (MRSA) as well as Pseudomonas aeruginosa. Further derivation of 1a afforded J-111,225 (2a), J-114,870 (3a), and J-114,871 (3b), which showed improved safety profiles and retained broad-spectrum antibacterial activities. Copyright (C) 2000 Elsevier Science Ltd.