Methyl S-benzyl-L-cysteinate hydrochloride

Base Information

• Chemical Name: Methyl S-benzyl-L-cysteinate hydrochloride
• CAS No.: 16741-80-3
• Molecular Formula: C11H16ClNO2S
• Molecular Weight: 261.773
• Hs Code.: 2930909090
• European Community (EC) Number: 240-803-5
• NSC Number: 161612,17157
• Mol file: 16741-80-3.mol

Synonyms:Methyl S-benzyl-L-cysteinate hydrochloride;H-L-Cys(Bzl)-OMe*HCl;Methyl S-benzyl-L-cysteinate HCl;EINECS 240-803-5;methyl 2-amino-3-benzylsulfanylpropanoate;hydrochloride;NSC 161612;5462-08-8;NSC161612;methyl (2R)-2-amino-3-benzylsulfanylpropanoate;QVJDVOZRQMIIHP-UHFFFAOYSA-N;NSC17157;NSC-17157;AKOS024319348;NSC-161612;LS-13979;FT-0658998;methyl (2R)-2-amino-3-(benzylthio)propanoate hydrochloride;methyl 2-amino-3-(benzylsulfanyl)propanoate hydrochloride salt

Chemical Property of Methyl S-benzyl-L-cysteinate hydrochloride

Chemical Property:

• Appearance/Colour: crystalline
• Vapor Pressure: 9E-05mmHg at 25°C
• Melting Point: 160-162 °C(Solv: methanol (67-56-1); ethyl ether (60-29-7))
• Boiling Point: 339.8 °Cat 760mmHg
• Flash Point: 159.3 °C
• PSA: 77.62000
• Density: 1.165 g/cm³
• LogP: 2.92240
• Storage Temp.: −20°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 261.0590276
• Heavy Atom Count: 16
• Complexity: 193

Purity/Quality:

97% ^*data from raw suppliers

S-Benzyl-L-cysteine methyl ester hydrochloride ^*data from reagent suppliers

Safty Information:

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CSCC1=CC=CC=C1)N.Cl
• Uses: S-Benzyl-L-cysteine Methyl Ester Hydrochloride is a potential amino acid antagonists in bacteria

Technology Process of Methyl S-benzyl-L-cysteinate hydrochloride

There total 7 articles about Methyl S-benzyl-L-cysteinate 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: 100.0%

methanol (67-56-1) + S-benzyl-L-cysteine (3054-01-1,25988-62-9) → S-benzyl-L-cysteine methyl ester hydrochloride (16741-80-3)

Guidance literature:

With hydrogenchloride; at 0 - 20 ℃;

Reference yield: 97.0%

N-[(1,1-dimethylethoxy)-carbonyl]-S-(phenylmethyl)-L-cysteine methyl Ester (55478-08-5) → S-benzyl-L-cysteine methyl ester hydrochloride (16741-80-3)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.0c01771

Reference yield:

benzyl bromide (100-39-0) → S-benzyl-L-cysteine methyl ester hydrochloride (16741-80-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / ethanol / 1 h / 20 °C

2: thionyl chloride / 6 h / 0 - 20 °C

With thionyl chloride; sodium hydroxide; In ethanol;

DOI:10.1016/j.ejmech.2012.07.016

upstream raw materials:

methanol

S-benzyl-L-cysteine

benzyl bromide

(2R)-3-benzylsulfanyl-2-tert-butoxycarbonylamino-propionic acid

Downstream raw materials:

S-benzyl-N-(N²-benzyloxycarbonyl-L-asparaginyl)-L-cysteine methyl ester

(R)-3-Benzylsulfanyl-2-[(S)-3-(4-hydroxy-phenyl)-2-(toluene-4-sulfonylamino)-propionylamino]-propionic acid methyl ester

Z-Aib-Cys(Bzl)-OMe

methyl N-benzylidene-S-benzylcysteinate