181289-23-6

Basic information

• Product Name: (S)-4-isobutyl-pyrrolidin-2-one
• Synonyms: (S)-4-isobutyl-pyrrolidin-2-one
• CAS NO: 181289-23-6
• Molecular Weight: 141.213
• Mol File: 181289-23-6.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 269.1±9.0 °C(Predicted)
• Density: 0.927±0.06 g/cm3(Predicted)
• CAS DataBase Reference: (S)-4-isobutyl-pyrrolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-isobutyl-pyrrolidin-2-one(181289-23-6)
• EPA Substance Registry System: (S)-4-isobutyl-pyrrolidin-2-one(181289-23-6)

Safety Data

• Hazardous Substances Data: 181289-23-6(Hazardous Substances Data)

Usage

Description

(S)-4-isobutyl-pyrrolidin-2-one is an organic compound with a unique molecular structure featuring a pyrrolidinone core and an isobutyl group. It is a chiral molecule, with the (S)-configuration indicating the specific arrangement of the isobutyl group in relation to the rest of the molecule. (S)-4-isobutyl-pyrrolidin-2-one is known for its potential applications in various fields due to its unique properties.

Uses

Used in Pharmaceutical Industry:
(S)-4-isobutyl-pyrrolidin-2-one is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure and chirality make it a valuable building block for the development of new drugs with specific therapeutic properties.
Used in Chemical Synthesis:
(S)-4-isobutyl-pyrrolidin-2-one is used as a key component in the synthesis of complex organic molecules, particularly in the field of medicinal chemistry. Its versatile structure allows for further functionalization and modification to create a wide range of compounds with diverse applications.
Used in Research and Development:
As a chiral compound, (S)-4-isobutyl-pyrrolidin-2-one is used in research and development to study the effects of stereochemistry on the biological activity of molecules. This knowledge can be applied to the design of more effective drugs and other bioactive compounds.
Used in Impurity Analysis:
(S)-4-isobutyl-pyrrolidin-2-one is used as an impurity in the analysis of (S)-Pregabalin, a GABA analogue used as an anticonvulsant. Understanding the properties and effects of this impurity can help in the quality control and safety assessment of (S)-Pregabalin and its formulations.

Upstream product

• 74611-85-1 4-methyl-1-nitropent-1-ene 
• 944163-24-0 (4S,1'S)-4-isobutyl-1-(1-phenyleth-1'-yl)-pyrrolidin-2-one 
• 181289-22-5 (R)-(+)-4-isobutyl-2-pyrrolidinone 
• 61312-87-6 4-(2-methylpropyl)pyrrolidin-2-one 
• 691-37-2 4-Methyl-1-pentene 
• 172796-25-7 3-(2-methylpropyl)cyclobutanone 
• 779325-26-7 (S)-3-(aminomethyl)-5-methylhexanoic acid methyl ester 
• 1239856-82-6 isobutyl (S)-3-aminomethyl-5-methylhexanoate 
• 75-31-0 isopropylamine 
• 5362-56-1 4-methylpent-2-enal 
• 626-89-1 4-Methyl-1-pentanol 
• 1119-16-0 isocaproic aldehyde 
• 100401-40-9 methyl 2-carbomethoxy-4-nitro-3-(2-methylpropyl)butyrate 
• 148553-50-8 pregabilin 

Downstream Products

• 148553-50-8 pregabilin 

Relevant articles and documents

Desymmetrization of Prochiral Cyclobutanones via Nitrogen Insertion: A Concise Route to Chiral γ-Lactams

Asymmetric access to γ-lactams is achieved via a cyclobutanone ring expansion using widely available (1S,2R)-1-amino-2-indanol for chiral induction. Mechanistic analysis of the key N,O-ketal rearrangement reveals a Curtin–Hammett scenario, which enables a downstream stereoinduction (up to 88:12 dr) and is corroborated by spectroscopic, crystallographic, and computational studies. In combination with an easy deprotection protocol, this operationally simple sequence allows the synthesis of a range of optically pure γ-lactams, including those bearing all-carbon quaternary stereocenters. In addition, the formal synthesis of drug molecules baclofen, brivaracetam, and pregabalin further demonstrates the synthetic utility and highlights the general applicability of the presented method.

Method for synthesizing and refining (S)- pregabalin (by machine translation)

The reaction conditions of the method disclosed by the invention are mild, and the method disclosed by the invention is mild in reaction conditions: (S)- kg of crude,methylhexanoic acid is obtained through: degradation, the reaction conditions of the intermediate (R)- (-) - 3 - (isobutyl - 2 2-pyrrolidinone) - 5 - are more moderate, and the reaction conditions of the preparation method, Hoffman are obtained (S)- times by weight, of the preparation method for, pregabalin concentrate (S)- 4 - obtained by hydrolysis-ring; of the raw material, to obtain a high-purity pregabalin intermediate solution (S)- obtained by carrying out hydrolysis (S)- on a crude product with a high purity,methyl.methylhexanoic acid after re-crystallization, to, obtain a high,purity pregabalin product. (by machine translation)

A process for preparing S - pregabalin in amide method

The invention provides a S - pregabalin in amide preparation method, the reaction step the reaction accelerator is inexpensive and very easy to obtain, at the same time connected to the water separator separating the pregabalin in the molecule cyclization of water, the reaction substrate to pregabalin thoroughly transformed product in the pregabalin S - amide, the obtained S - pregabalin in the amide product purity can be up to 99% or more, the yield is 94% or more, at the same time the preparation method has simple operation, easy in laboratory operation.