157542-49-9

Basic information

• Product Name: (1R,5S,6S)-6-[1(R)-Hydroxyethyl]-1-methyl-2-[2-oxopyrrolidin-4(R)-ylsulfanyl]-1-dethia-1-carba-2-penem-3-carboxylic acid pivaloyloxymethyl ester
• Synonyms: Tacapenem pivoxil; CS-834; [(2,2-dimethylpropanoyl)oxy]methyl (4R,5S,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-3-{[(3R)-5-oxopyrrolidin-3-yl]sulfanyl}-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
• CAS NO: 157542-49-9
• Molecular Formula: C₂₀H₂₈N₂O₇S
• Molecular Weight: 440.5105
• Mol File: 157542-49-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 663.4°C at 760 mmHg
• Flash Point: 355°C
• Density: 1.36g/cm³
• Vapor Pressure: 1.99E-20mmHg at 25°C
• Refractive Index: 1.59
• CAS DataBase Reference: (1R,5S,6S)-6-[1(R)-Hydroxyethyl]-1-methyl-2-[2-oxopyrrolidin-4(R)-ylsulfanyl]-1-dethia-1-carba-2-penem-3-carboxylic acid pivaloyloxymethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,5S,6S)-6-[1(R)-Hydroxyethyl]-1-methyl-2-[2-oxopyrrolidin-4(R)-ylsulfanyl]-1-dethia-1-carba-2-penem-3-carboxylic acid pivaloyloxymethyl ester(157542-49-9)
• EPA Substance Registry System: (1R,5S,6S)-6-[1(R)-Hydroxyethyl]-1-methyl-2-[2-oxopyrrolidin-4(R)-ylsulfanyl]-1-dethia-1-carba-2-penem-3-carboxylic acid pivaloyloxymethyl ester(157542-49-9)

Safety Data

• Hazardous Substances Data: 157542-49-9(Hazardous Substances Data)

Usage

General Description

The chemical "(1R,5S,6S)-6-[1(R)-Hydroxyethyl]-1-methyl-2-[2-oxopyrrolidin-4(R)-ylsulfanyl]-1-dethia-1-carba-2-penem-3-carboxylic acid pivaloyloxymethyl ester" is a complex compound that belongs to the class of carbapenem antibiotics. It contains a unique structure with a thiolactam ring and a carbapenem core, making it effective against a wide range of bacteria. The compound is derived from the natural product thienamycin and has been modified to improve its stability and pharmacokinetic properties. It is often used in the treatment of severe infections caused by multidrug-resistant bacteria due to its broad spectrum of activity and high potency.

Upstream product

• 692779-24-1 (4R,5R,6S)-6-[(1R)-1-trimethylsilyloxyethyl]-3-diphenylphosphoryloxy-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid pivaloyloxymethyl ester 
• 157429-42-0 (R)-4-mercaptopyrrolidin-2-one 

Relevant articles and documents

PROCESS FOR PRODUCING CARBAPENEM COMPOUND FOR ORAL ADMINISTRATION

The present invention provides a process for efficiently producing a 1β-methylcarbapenem compound for oral administration. The process, which is for producing a 1β-methylcarbapenem compound represented by general formula (2), is characterized by reacting a β-lactam compound represented by general formula (1) as a starting material with a thiol compound (R3-SH) in the presence of a base and optionally eliminating the protective group R1. In the formulae (1) and (2), R1 denotes a hydrogen atom, a trimethylsilyl group or a triethylsilyl group; R2 denotes an alkyl group having 1 to 10 carbon atoms or a cycloalkyl group having 3 to 10 carbon atoms; R3 denotes an organic group; and R4 denotes hydrogen, a trimethylsilyl group or a triethylsilyl group.