Methyl (S)-(-)-3-mercapto-2-methylpropanoate

Base Information

• Chemical Name: Methyl (S)-(-)-3-mercapto-2-methylpropanoate
• CAS No.: 86961-10-6
• Molecular Formula: C5H10O2S
• Molecular Weight: 134.199
• UNII: K12SDM5G98
• DSSTox Substance ID: DTXSID901020618
• Nikkaji Number: J1.611.040J
• Wikidata: Q27281807
• Mol file: 86961-10-6.mol

Synonyms:Methyl (S)-(-)-3-mercapto-2-methylpropanoate;UNII-K12SDM5G98;K12SDM5G98;86961-10-6;Methyl 2-methyl-3-mercaptopropionate, (-)-;Methyl 2-methyl-3-mercaptopropionate, (S)-;Propanoic acid, 3-mercapto-2-methyl-, methyl ester, (S)-;SCHEMBL8725830;DTXSID901020618;(-)-methyl 2-methyl-3-mercaptopropionate;(S)-3-Mercapto-2-methylpropionic acid methyl ester;Q27281807

Chemical Property of Methyl (S)-(-)-3-mercapto-2-methylpropanoate

Chemical Property:

• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 134.04015073
• Heavy Atom Count: 8
• Complexity: 82.5

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl (S)-(-)-3-mercapto-2-methylpropanoate

There total 1 articles about Methyl (S)-(-)-3-mercapto-2-methylpropanoate 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: 42.0%

methyl L-(+)-3-acetylthio-2-methylpropionate (97101-46-7,92065-73-1) → (S)-Methyl 3-mercapto-2-methylpropionate (86961-10-6) + (R)-(+)-Methyl 3-mercapto-2-methylpropionate (86961-09-3) + methyl (S)-(-)-3-acetyl-thio-2-methylpropanoate (86961-08-2,92065-73-1) + methyl (R)-(+)-3-(acetylthio)-2-methylpropanoate (86961-07-1,92065-73-1)

Guidance literature:

With propan-1-ol; In hexane; at 25 ℃; for 72h; Title compound not separated from byproducts; porcine pancreatic lipase;

DOI:10.1021/jo00308a028

Reference yield: 81.0%

(S)-Methyl 3-mercapto-2-methylpropionate (86961-10-6) + [(S)-1-(1-Methoxy-2-phenyl-ethylcarbamoyl)-2-phenyl-ethyl]-carbamic acid benzyl ester → (S)-3-[1-((S)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-2-phenyl-ethylsulfanyl]-2-methyl-propionic acid methyl ester

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 0.5h;

Reference yield: 56.0%

(S)-Methyl 3-mercapto-2-methylpropionate (86961-10-6) + [(S)-1-(1-Methoxy-3-methyl-butylcarbamoyl)-ethyl]-carbamic acid benzyl ester → (S)-3-[1-((S)-2-Benzyloxycarbonylamino-propionylamino)-3-methyl-butylsulfanyl]-2-methyl-propionic acid methyl ester

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃;

upstream raw materials:

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