266337-24-0

Basic information

• Product Name: C₂₄H₃₃NO₉P₂S
• CAS NO: 266337-24-0
• Molecular Weight: 573.541
• Mol File: 266337-24-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₂₄H₃₃NO₉P₂S(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₄H₃₃NO₉P₂S(266337-24-0)
• EPA Substance Registry System: C₂₄H₃₃NO₉P₂S(266337-24-0)

Safety Data

• Hazardous Substances Data: 266337-24-0(Hazardous Substances Data)

Upstream product

• 124-63-0 methanesulfonyl chloride 
• 266337-23-9 (2S-trans)-1-[bis(1-methylethoxy)phosphinyl]tetrahydro-4-hydroxy-2H-pyrrole-2-carboxylic acid diphenylphosphinyl ester 
• 1499-21-4 Diphenylphosphinic chloride 
• 117286-92-7 N‐(O,O‐diisopropylphosphoryl)-trans-4‐hydroxy-L-proline 

Downstream Products

• 219909-83-8 (2S-cis)-3-[[(4-mercapto-2-pyrrolidinyl)carbonyl]amino]benzoic acid monohydrochloride 
• 220031-86-7 3-{[(2S,4S)-1-(Diisopropoxy-phosphoryl)-4-mercapto-pyrrolidine-2-carbonyl]-amino}-benzoic acid 
• 444057-64-1 (2S)-cis-3-[[(4-mercapto-2-pyrrolidinyl)carbonyl]amino]benzoic acid monohydrochloride disulfide 

Relevant articles and documents

Efficient one-pot synthesis of the 2-aminocarbonylpyrrolidin-4-ylthio-containing side chain of the new broad-spectrum carbapenem antibiotic ertapenem.

An efficient synthesis of the 2-aminocarbonylpyrrolidin-4-ylthio containing side chain of ertapenem (MK-0826) is described. Starting material N-(O,O-diisopropyl phosphoryl)-trans-4-hydroxy-L-proline is converted in a one-pot process to (2S)-cis-3-[[(4-mercapto-2-pyrrolidinyl)carbonyl]amino]benzoic acid monohydrochloride in 70-75% overall yield via a series of six reactions. The development of each of these reactions and the isolation of the product is discussed in detail.