S-Methyl-L-cysteine methyl ester hydrochloride

Base Information

• Chemical Name: S-Methyl-L-cysteine methyl ester hydrochloride
• CAS No.: 34017-27-1
• Molecular Formula: C5H11 N O2 S . Cl H
• Molecular Weight: 185.675
• DSSTox Substance ID: DTXSID70376764
• Mol file: 34017-27-1.mol

Synonyms:34017-27-1;S-Methyl-L-cysteine methyl ester hydrochloride;Methyl S-methyl-L-cysteinate hydrochloride;(R)-methyl 2-amino-3-(methylthio)propanoate hydrochloride;methyl (2R)-2-amino-3-methylsulfanylpropanoate;hydrochloride;SCHEMBL2132352;methyl s-methyl-l-cysteinate hcl;DTXSID70376764;HOOBCPSLMYVDBX-WCCKRBBISA-N;MFCD07438031;AKOS015995558;BS-37910;F73665;Methyl S-methyl-L-cysteinate--hydrogen chloride (1/1);METHYL (2R)-2-AMINO-3-(METHYLSULFANYL)PROPANOATE HYDROCHLORIDE

Chemical Property of S-Methyl-L-cysteine methyl ester hydrochloride

Chemical Property:

• Vapor Pressure: 0.0982mmHg at 25°C
• Boiling Point: 223.1°Cat760mmHg
• Flash Point: 88.7°C
• PSA: 77.62000
• Density: g/cm³
• LogP: 1.35200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 185.0277275
• Heavy Atom Count: 10
• Complexity: 97

Purity/Quality:

99% ^*data from raw suppliers

methylS-methyl-L-cysteinatehydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CSC)N.Cl
• Isomeric SMILES: COC(=O)[C@H](CSC)N.Cl

Technology Process of S-Methyl-L-cysteine methyl ester hydrochloride

There total 7 articles about S-Methyl-L-cysteine methyl ester hydrochloride 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: 95.4%

methanol (67-56-1) + S-methyl-L-cysteine (1187-84-4,7728-98-5) → S-methyl-L-cysteine methyl ester hydrochloride salt (34017-27-1)

Guidance literature:

With thionyl chloride; at -10 - 20 ℃; for 0.166667h;

Reference yield: 85.0%

methanol (67-56-1) + L-Cysteine (52-90-4) + methyl iodide (74-88-4) → S-methyl-L-cysteine methyl ester hydrochloride salt (34017-27-1)

Guidance literature:

L-Cysteine; With sodium; In ethanol; at 0 ℃; for 0.5h; Inert atmosphere;

methyl iodide; In ethanol; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

methanol; With thionyl chloride; In ethanol; at 20 ℃; for 20h; Inert atmosphere;

DOI:10.3390/molecules191220751

Reference yield:

methyl (R)-2-(tert-butoxycarbonylamino)-3-methylthiopropanoate (82835-08-3) → S-methyl-L-cysteine methyl ester hydrochloride salt (34017-27-1)

Guidance literature:

With methanol; acetyl chloride; at -15 - 20 ℃; for 5h;

upstream raw materials:

methanol

L-Cysteine

S-methyl-L-cysteine

2,2-dimethoxy-propane

Downstream raw materials:

N-[(1R)-1-(4-bromophenyl)-2,2,2-trifluoroethyl]-S-methyl-L-cysteine

N-[(1S)-1-(4-bromophenyl)-2,2,2-trifluoroethyl]-S-methyl-L-cysteine

(S)-Ph₂PfcCONHCH(CH₂SMe)CO₂Me

(R)-methyl 2-(2,4-dimethoxybenzylamino)-3-(methylthio)propanoate

Refernces

• 1、 -. "Synthesis and application of peptide borate compounds". Paragraph 0142; 0157-0158; 0161-0162. . Retrieved 2019/12/25.
• 2、 -. "Dipeptide boric acid composed of carboxylic acid and alpha-amino acid as well as ester compound thereof, and preparation method and application of dipeptide boric acid and ester compound thereof". Paragraph 0137; 0138; 0141; 0142. . Retrieved 2016/12/01.