Methyl 3-(benzylsulfanyl)-2-chloropropanoate

Base Information

• Chemical Name: Methyl 3-(benzylsulfanyl)-2-chloropropanoate
• CAS No.: 60741-22-2
• Molecular Formula: C11H13ClO2S
• Molecular Weight: 244.742
• DSSTox Substance ID: DTXSID60557166
• Mol file: 60741-22-2.mol

Synonyms:60741-22-2;Methyl 3-(benzylsulfanyl)-2-chloropropanoate;SCHEMBL10980774;DTXSID60557166;AFOHNPNWFMXMBL-UHFFFAOYSA-N;2-chloro-3-benzylmercapto-propionic acid methyl ester

Chemical Property of Methyl 3-(benzylsulfanyl)-2-chloropropanoate

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 244.0324785
• Heavy Atom Count: 15
• Complexity: 193

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CSCC1=CC=CC=C1)Cl

Technology Process of Methyl 3-(benzylsulfanyl)-2-chloropropanoate

There total 3 articles about Methyl 3-(benzylsulfanyl)-2-chloropropanoate 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: 95.0%

methyl 2-chloroacrylate (80-63-7) + phenylmethanethiol (100-53-8) → 2-Chlor-3-(benzylthio)propansaeure-methylester (60741-22-2)

Guidance literature:

With sodium benzylmercaptide; In dichloromethane; for 4h; Ambient temperature;

Reference yield:

benzenemethanesulfenyl chloride (26826-81-3) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → 2-Chlor-3-(benzylthio)propansaeure-methylester (60741-22-2) + 3-Chlor-2-(benzylthio)propansaeure-methylester (116077-18-0)

Guidance literature:

With calcium carbonate; In dichloromethane; at -40 ℃; for 4h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

Reference yield:

phenylmethanethiol (100-53-8) → 2-Chlor-3-(benzylthio)propansaeure-methylester (60741-22-2)

Guidance literature:

Multi-step reaction with 2 steps

1: N-chlorosuccinimide / CCl₄

2: CaCO₃ / CH₂Cl₂ / 4 h / 25 °C

With N-chloro-succinimide; calcium carbonate; In tetrachloromethane; dichloromethane;

upstream raw materials:

methyl 2-chloroacrylate

phenylmethanethiol

benzenemethanesulfenyl chloride

acrylic acid methyl ester

Downstream raw materials:

2-Azido-3-(benzylthio)propansaeure-methylester

3-benzylsulfanyl-2R-aminopropionic acid hydrochloride

S-Benzyl-L-cysteine methyl ester hydrochloride

2-Amino-3-(benzylthio)propansaeure-methylester