Methyl (R)-(+)-3-(Acetylthio)-2-methylpropionate

Base Information

• Chemical Name: Methyl (R)-(+)-3-(Acetylthio)-2-methylpropionate
• CAS No.: 86961-07-1
• Molecular Formula: C7H12 O3 S
• Molecular Weight: 176.236
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID10448010
• Nikkaji Number: J343.210F
• Wikidata: Q82266926
• Mol file: 86961-07-1.mol

Synonyms:86961-07-1;Methyl (R)-(+)-3-(Acetylthio)-2-methylpropionate;(R)-(+)-3-(Acetylthio)isobutyric Acid Methyl Ester;methyl (2R)-3-acetylsulfanyl-2-methylpropanoate;SCHEMBL9089035;DTXSID10448010;ODXYWRPJDYJIPT-YFKPBYRVSA-N;MFCD00671491;AKOS015837810;AKOS015904295;CS-0363164;D88430;Methyl (R)-3-(acetylthio)-2-methylpropanoate;(r)-3-acetylthio-2-methylpropionic methyl ester;(2R)-3-acetylthio-2-methylpropionic acid methyl ester;(R)-(+)-3-(ACETYLTHIO)ISOBUTYRICACIDMETHYLESTER;(R)-2-Methyl-3-(acetylthio)propionic acid methyl ester;(R)-(+)-3-(Acetylthio)-2-methylpropionic Acid Methyl Ester

Chemical Property of Methyl (R)-(+)-3-(Acetylthio)-2-methylpropionate

Chemical Property:

• Vapor Pressure: 0.06mmHg at 25°C
• Refractive Index: 1.4700-1.4720
• Boiling Point: 232.003°C at 760 mmHg
• Flash Point: 118 °C
• PSA: 68.67000
• Density: 1.11
• LogP: 1.07520
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 176.05071541
• Heavy Atom Count: 11
• Complexity: 156

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl (R)-(+)-3-(Acetylthio)-2-methylpropionate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CSC(=O)C)C(=O)OC
• Isomeric SMILES: C[C@@H](CSC(=O)C)C(=O)OC

Technology Process of Methyl (R)-(+)-3-(Acetylthio)-2-methylpropionate

There total 6 articles about Methyl (R)-(+)-3-(Acetylthio)-2-methylpropionate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

acetic anhydride (108-24-7) + (R)-(+)-Methyl 3-mercapto-2-methylpropionate (86961-09-3) → methyl (R)-(+)-3-(acetylthio)-2-methylpropanoate (86961-07-1,92065-73-1)

Guidance literature:

at 60 ℃; for 8h;

DOI:10.1021/jo00308a028

Reference yield: 82.0%

3-hydroxy-(2S)-methylpropionate (80657-57-4,42998-03-8) + tiolacetic acid (507-09-5) → methyl (R)-(+)-3-(acetylthio)-2-methylpropanoate (86961-07-1,92065-73-1)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 0 deg C, 1 h, RT_.;

DOI:10.1021/ja00294a051

Reference yield: 48.0%

methyl L-(+)-3-acetylthio-2-methylpropionate (97101-46-7,92065-73-1) → methyl (R)-(+)-3-(acetylthio)-2-methylpropanoate (86961-07-1,92065-73-1) + (2S)-3-acetylthio-2-methylpropionic acid (76497-39-7)

Guidance literature:

With sodium hydroxide; In phosphate buffer; at 37 ℃; for 0.3h; pH=6.8;

DOI:10.1021/ol990544+

upstream raw materials:

methyl L-(+)-3-acetylthio-2-methylpropionate

acetic anhydride

(R)-(+)-Methyl 3-mercapto-2-methylpropionate

3-hydroxy-(2S)-methylpropionate

Downstream raw materials:

(R)-2-Ethoxycarbonylamino-3-((S)-2-methoxycarbonyl-propylsulfanyl)-propionic acid benzyl ester

(2R)-O-benzyl N-carbethoxy-S-(2-carbethoxy-n-propyl)-L-cysteine

methyl L-(+)-3-acetylthio-2-methylpropionate

Refernces

• 1、 -. "Thioglycerol derivatives". . . Retrieved 2008/06/13.
• 2、 Bianchi, Daniele,Cesti, Pietro. "Lipase-Catalyzed Stereoselective Thiotransesterification of Mercapto Esters". . p. 5657 - 5659. Retrieved 2007/10/02.