358629-51-3

Basic information

• Product Name: methyl (2S)-2-(2-oxopyrrolidin-1-yl)butanoate
• Synonyms: ZYLXT-7;Levetiracetam-6;Levetiracetam impuritiesE;Levetiracetam impurities517;(S)2-(2-Oxo pyrrolidin-1-yl)-Butiric acid methyl ester;1-Pyrrolidineacetic acid, α-ethyl-2-oxo-, methyl ester, (αS)-;Levetiracetam Impurity 16/(S)-methyl 2-(2-oxopyrrolidin-1-yl)-2-butanoate;(S)-Methyl 2-(2-oxopyrrolidin-1-yl)butanoateQ: What is (S)-Methyl 2-(2-oxopyrrolidin-1-yl)butanoate Q: What is the CAS Number of (S)-Methyl 2-(2-oxopyrrolidin-1-yl)butanoate
• CAS NO: 358629-51-3
• Molecular Formula: C₉H₁₅NO₃
• Molecular Weight: 185.2203
• EINECS: 642-913-2
• Mol File: 358629-51-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 308.974°C at 760 mmHg
• Flash Point: 140.663°C
• Density: 1.123g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.483
• PKA: -0.78±0.20(Predicted)
• CAS DataBase Reference: methyl (2S)-2-(2-oxopyrrolidin-1-yl)butanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (2S)-2-(2-oxopyrrolidin-1-yl)butanoate(358629-51-3)
• EPA Substance Registry System: methyl (2S)-2-(2-oxopyrrolidin-1-yl)butanoate(358629-51-3)

Safety Data

• Hazardous Substances Data: 358629-51-3(Hazardous Substances Data)

Usage

General Description

Methyl (2S)-2-(2-oxopyrrolidin-1-yl)butanoate is a chemical compound with the molecular formula C9H15NO3. It is a derivative of the amino acid proline and is commonly used as a building block in the synthesis of pharmaceuticals and biologically active compounds. It is a white to off-white crystalline solid with a faint odor and is soluble in common organic solvents. This chemical has a variety of potential applications in the pharmaceutical, agrochemical, and biotechnology industries due to its ability to serve as a versatile precursor for the synthesis of a wide range of compounds with diverse biological activities.

Upstream product

• 616-45-5 2-pyrrolidinon 
• 199679-81-7 (R)-2-trifluoromethanesulfonyloxybutyric acid methyl ester 
• 358629-41-1 (Z)-methyl 2-(2-oxopyrrolidin-1-yl)-2-butenoate 
• 497250-64-3 ethyl-(S)-4-[(1-methoxycarbonyl)propylamino]butyrate 
• 943986-68-3 (S)-methyl-4-(1-methoxycarbonylpropylamino)butyrate 
• 67-56-1 methanol 
• 102849-49-0 (2S)-2-(2-oxopyrrolidin-1-yl)butanoic acid 

Downstream Products

• 102767-28-2 levetiracetam 

Relevant articles and documents

A Short Enantioselective Synthesis of (S)-Levetiracetam through Direct Palladium-Catalyzed Asymmetric N -Allylation of Methyl 4-Aminobutyrate

An exceedingly short and enantioselective synthesis of the antiepileptic drug (S)-levetiracetam was elaborated. As the chirogenic key step, a Pd-catalyzed asymmetric N -allylation of methyl 4-aminobutyrate was achieved in the presence of only 1 mol% of a catalyst prepared in situ from [Pd(allyl)Cl] 2 and a tartaric acid-derived C 2 -symmetric diphosphine ligand.

Process for the preparation of Levetiracetam

A process for the manufacturing of levetiracetam, wherein said process comprises the steps of: (1) reacting the (?)-(S)-alpha-ethyl-2-oxo-1-pyrrolidine acetic acid with a substoichiometric amount of an activating agent in an alcoholic solvent, and (2) subjecting the resulting reaction solution of step (1) to an ammonolysis process with gaseous ammonia.

PROCESS FOR THE PREPARATION OF LEVETIRACETAM

The present invention relates to a process for the preparation of levetiracetam and, more particularly, to an improved process for the preparation of levetiracetam characterized by a crystallization-induced dynamic resolution of a diastereoisomeric mixture of an (±)-alpha-ethyl-2-oxo-l -pyrrolidine acetamide derivative.