172796-26-8

Basic information

• Product Name: (S)-4-(2-Methyl-1-propyl)-dihydro-2(3H)-furanone
• Synonyms: (S)-4-(2-Methyl-1-propyl)-dihydro-2(3H)-furanone
• CAS NO: 172796-26-8
• Molecular Formula: C₈H₁₄O₂
• Molecular Weight: 142.19556
• Mol File: 172796-26-8.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-4-(2-Methyl-1-propyl)-dihydro-2(3H)-furanone(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-(2-Methyl-1-propyl)-dihydro-2(3H)-furanone(172796-26-8)
• EPA Substance Registry System: (S)-4-(2-Methyl-1-propyl)-dihydro-2(3H)-furanone(172796-26-8)

Safety Data

• Hazardous Substances Data: 172796-26-8(Hazardous Substances Data)

Usage

General Description

(S)-4-(2-Methyl-1-propyl)-dihydro-2(3H)-furanone is a chemical compound commonly known as strawberry furanone. It is a naturally occurring flavor compound found in various fruits, particularly strawberries, and is responsible for their characteristic sweet and fruity aroma. This chemical is often used in the food and beverage industry as a flavoring agent to impart a natural strawberry flavor to a variety of products, including candies, desserts, and beverages. Additionally, (S)-4-(2-Methyl-1-propyl)-dihydro-2(3H)-furanone has been studied for its potential health benefits, including antioxidant and anti-inflammatory properties.

Upstream product

• 172796-25-7 3-(2-methylpropyl)cyclobutanone 
• 540-88-5 acetic acid tert-butyl ester 
• 108-59-8 malonic acid dimethyl ester 
• 1415610-37-5 (R)-5-methyl-3-((4,4,6-trimethyl-1,3,2-dioxaborato)methyl)hexanoic acid tert-butyl ester 
• 1415610-28-4 3-methylidene-5-methylhexanoic acid tert-butyl ester 
• 31844-97-0 2-bromo-4-methylpent-1-ene 
• 157542-03-5 (S)-2-(2-(tert-butoxy)-2-oxoethyl)-4-methylpentanoic acid 
• 951792-49-7 (4S)-ethyl tetrahydro-4-isobutyl-2-oxofuran-3-carboxylate 
• 157422-29-2 3-(hydroxymethyl)-5-methyl-hexanoic acid 1,1-dimethyl ester 

Downstream Products

• 148553-50-8 pregabilin 

Relevant articles and documents

Preparation method of pregabalin chiral intermediate

The invention provides a preparation method of a pregabalin chiral intermediate. The pregabalin chiral intermediate is (S)-4-isobutyl-dihydro-3H-furan-2-one. The preparation method comprises following steps: S1, a chiral hydroxyl compound 3 is obtained from an S-epoxypropane compound 2 via ring-opening reaction under Grignard reagent conditions; S2, sulfonylation protection of hydroxy groups in the chiral hydroxyl compound 3 is carried out so as to obtain a compound 4 with chiral leaving groups; and S3, the compound 4 and an acetate compound or malonic ester are subjected to substitution reaction, and a compound 1 is obtained via hydrolysis, decarboxylation, and ring closing reaction under acidic conditions. The raw materials used in preparation of the pregabalin chiral intermediate are cheap and easily available; reaction route is short; operation is simple; reaction process is safe and is friendly to the environment; the entire yield is high; the preparation method is convenient for large scale production; and an economical feasible route is provided for production of high purity pregabalin.

NOVEL METHOD FOR PREPARING PREGABALIN

The present invention relates to a method for preparing pregabalin ((S)-3-(aminomethyl)-5-methylhexanoic acid which is useful for the prevention and treatment of seizure disorders, pins, and psychiatric disorders. According to the present invention, pregabalin can be prepared in a high enantiomeric excess of 99% or more, without an additional step of separating or purifying its enantiomer.

Comparing the stereoselective biooxidation of cyclobutanones by recombinant strains expressing bacterial baeyer - Villiger monooxygenases

Microbial Baeyer - Villiger oxidation of representative prochiral ketones with a cyclobutanone structural motif was investigated using a collection of eight monooxygenases of different bacterial origin. This platform of enzymes is able to perform stereoselective biotransformations on an array of structurally diverse substrates. With several ketone precursors, biooxidations yielded enantiocomplementary butyrolactones as key intermediates for the synthesis of natural products and bioactive compounds. The microbial Baeyer - Villiger oxidation allows a facile and rapid entry to several compound classes in a desymmetrization reaction upon de novo generation of chirality.