86961-07-1

Usage

Uses

Used in Organic Synthesis:
(R)-(+)-3-(Acetylthio)isobutyric acid methyl ester is used as a key intermediate in organic synthesis for the production of various chemical compounds. Its chiral nature allows for the creation of enantiomerically pure molecules, which are essential in many chemical reactions and processes.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (R)-(+)-3-(Acetylthio)isobutyric acid methyl ester is utilized in drug development. Its chiral properties make it a valuable component in the synthesis of enantiomerically pure drugs, which can have different biological activities and reduce potential side effects.
Used in Flavor and Fragrance Industry:
(R)-(+)-3-(Acetylthio)isobutyric acid methyl ester is also employed as a flavor and fragrance ingredient. It imparts a unique and desirable scent to various products, enhancing their sensory appeal and consumer experience.

InChI:InChI=1/C7H12O3S/c1-5(7(9)10-3)4-11-6(2)8/h5H,4H2,1-3H3/t5-/m0/s1

Upstream product

• 97101-46-7 methyl L-(+)-3-acetylthio-2-methylpropionate 
• 108-24-7 acetic anhydride 
• 86961-09-3 (R)-(+)-Methyl 3-mercapto-2-methylpropionate 
• 121-44-8 triethylamine 
• 142402-78-6 methyl (2S)-3-hydroxy-2-methyl-3-(methylsulfonyloxy)propanoate 
• 507-09-5 tiolacetic acid 
• 4143-61-7 diethyl diazodicarboxylate 
• 80657-57-4 3-hydroxy-(2S)-methylpropionate 
• 603-35-0 triphenylphosphine 

Downstream Products

• 97101-46-7 methyl L-(+)-3-acetylthio-2-methylpropionate 
• 86961-12-8 (2R)-O-benzyl N-carbethoxy-S-(2-carbethoxy-n-propyl)-L-cysteine 
• 86961-13-9 (R)-2-Ethoxycarbonylamino-3-((S)-2-methoxycarbonyl-propylsulfanyl)-propionic acid benzyl ester 

Relevant academic research and scientific papers

Effect of the α-methyl substituent on chemoselectivity in esterase-catalyzed hydrolysis of S-acetyl sulfanylalkanoates

(Equation Presented) The isomeric compounds 1 and 3, which differ only in the position of a methyl substituent, give opposite chemoselectivities in an esterase-catalyzed hydrolysis reaction. The esterase was chemoselective for the oxoester in 1, but for the thiol ester group in 3. A high enantioselectivity was observed for both 1 and 3.

Thioglycerol derivatives

A compound of the invention is represented by the formula: STR1 wherein R1 and R2 are the same or different, an acyl group; R3, R4, R6 and R7 are the same or different, hydrogen or an alkyl

HYDROXYALKYLQUINOLINE ETHER ACIDS AS LEUKOTRIENE ANTAGONISTS

Compounds having the formula I: STR1 are leukotriene antagonists and inhibitors of leukotriene biosynthesis. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents. They are also useful in treating angina

Biosynthesis of Sulfur Compounds. Investigations of the Biosinthesis of Asparagusic Acid.

Investigations of the biosynthesis of the naturally occuring 1,2-dithiolane asparagusic acid (1) in Asparagus officinalis have shovn that the substance is derived from inobutyric acid via the intermediacy of methacrylic acid, 2-methyl-3-mercaptopropionic acid, and S-(2-carboxy-n-propyl) cysteine.The conversion of isobutyric acid to methacrylic acid in Asparagus has also been shown to proceed by oxidation of the 2-pro-S methyl group of isobutyrate.Finally, the absolute configuration of naturally occuring S-(2-carboxy-n-propyl)cysteine has been determined.

DETERMINATION OF THE ABSOLUTE CONFIGURATION OF (-)-S-(2-CARBOXYPROPYL)-L-CYSTEINE

The absolute configuration of the naturally occuring amino acid (-)-S-(2-carboxypropyl)-L-cystein has been determined by asymmetric synthesis.