92065-73-1

Basic information

• Product Name: 3-Acetylthio-2-methyl propionic acid methyl ester
• Synonyms: 3-Acetylthio-2-methyl propionic acid methyl ester
• CAS NO: 92065-73-1
• Molecular Formula: C7H12O3S
• Molecular Weight: 176.23338
• Mol File: 92065-73-1.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Acetylthio-2-methyl propionic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Acetylthio-2-methyl propionic acid methyl ester(92065-73-1)
• EPA Substance Registry System: 3-Acetylthio-2-methyl propionic acid methyl ester(92065-73-1)

Safety Data

• Hazardous Substances Data: 92065-73-1(Hazardous Substances Data)

Usage

Description

3-Acetylthio-2-methyl propionic acid methyl ester is a chemical compound that consists of an acetylthio group, a methyl group, and a propionic acid methyl ester group. It is also known as methacrylic acid methyl ester and is a colorless liquid with a pungent odor.
Used in Polymer Production:
3-Acetylthio-2-methyl propionic acid methyl ester is used as a monomer for the production of polymers, particularly in the creation of acrylic resins, adhesives, and coatings. It provides properties such as durability, flexibility, and resistance to chemicals and UV light.
Used in Pharmaceutical and Agrochemical Synthesis:
3-Acetylthio-2-methyl propionic acid methyl ester is used as a key intermediate in the synthesis of pharmaceuticals and agrochemicals. Its unique chemical structure allows for the development of new drugs and pesticides with improved efficacy and reduced side effects.
Used in Automotive Industry:
3-Acetylthio-2-methyl propionic acid methyl ester is used as a component in coatings and adhesives for automotive applications. It contributes to the production of high-quality finishes and strong bonds in the assembly of vehicles, enhancing their durability and performance.
Used in Construction Industry:
3-Acetylthio-2-methyl propionic acid methyl ester is used in the construction industry for the production of coatings and adhesives. It helps in creating weather-resistant and durable surfaces for buildings and infrastructure, ensuring their longevity and reducing maintenance costs.
Used in Electronics Industry:
3-Acetylthio-2-methyl propionic acid methyl ester is used in the electronics industry for the production of coatings and adhesives. It provides protection and insulation for electronic components, ensuring their stability and performance in various environmental conditions.

Upstream product

• 186581-53-3 diazomethane 
• 76497-39-7 (2S)-3-acetylthio-2-methylpropionic acid 
• 4143-61-7 diethyl diazodicarboxylate 
• 80657-57-4 3-hydroxy-(2S)-methylpropionate 
• 603-35-0 triphenylphosphine 
• 507-09-5 tiolacetic acid 
• 121-44-8 triethylamine 
• 142402-78-6 methyl (2S)-3-hydroxy-2-methyl-3-(methylsulfonyloxy)propanoate 
• 97101-46-7 methyl L-(+)-3-acetylthio-2-methylpropionate 
• 108-24-7 acetic anhydride 
• 86961-09-3 (R)-(+)-Methyl 3-mercapto-2-methylpropionate 
• 72657-23-9 methyl (R)-3-hydroxy-2-methylpropionate 
• 84341-94-6 methyl (R)-2-methyl-3-[(4'-toluenesulfonyl)oxy]propionate 
• 67-56-1 methanol 

Downstream Products

• 86961-09-3 (R)-(+)-Methyl 3-mercapto-2-methylpropionate 
• 86961-08-2 methyl (S)-(-)-3-acetyl-thio-2-methylpropanoate 

Relevant articles and documents

Simplified captopril analogues as NDM-1 inhibitors

Captopril is a New Delhi metallo-β-lactamase-1 (NDM-1) inhibitor with an IC50 value of 7.9 μM. It is composed of two units: a 3-mercapto-2-methylpropanoyl fragment and a proline residue. In this study, we synthesized simple amide derivatives of 3-mercapto-2-methylpropanoic acid, and then tested them as NDM-1 inhibitors in order to identify the pharmacophore for NDM-1 inhibition. We found that the lead compound 22 had an IC50 value of 1.0 μM. Further structure simplification provided compounds 31 and 32, which had IC50 values of 15 and 10 μM, respectively. As compound 32 is a clinically used antidote for metal poisoning, it has great potential to be repurposed to treat bacterial infections.

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.

Process Conditions for Production of D-β-Acetylthioisobutyric Acid from Methyl DL-β-Acetylthioisobutyrate with the Cells of Pseudomonas putida MR-2068

The process conditions concerned with the production of D-β-acetylthioisobutyric acid were investigated.Methyl DL-β-acetylthioisobutyrate as an enzyme substrate was produced from methyl methacrylate in 96.6percent yield by allowing 1.0 mol of methyl methacrylate to react with 1.6 mol of thioacetic acid at 80 deg C for 6 h.Through the study of hydrolytic reaction of methyl DL-β-acetylthioisobutyrate with the cells of Pseudomonas putida MR-2068, it was found that D-β-acetylthioisobutyric acid having more than 98percent (e. e.) optical purity was obtained when the reaction was done below pH 7.5 and below 50 deg C.For example, 10percent (w/v) methyl DL-β-acetylthioisobutyrate in the reaction mixture was asymmetrically hydrolyzed by 0.2percent (w/v) cells at 45 deg C at pH 7.0 for 18 h to give DAT having 98.2percent (e. e.) optical purity in 49.7percent yield.To prevent the decomposition and racemization of D-β-acetylthioisobutyric acid in the purification process, the use of a thin-film distillation apparatus for a continuous distillation was proposed to be an effective purification method.