Cysteine, S-(2-chloroethyl)-

Base Information

• Chemical Name: Cysteine, S-(2-chloroethyl)-
• CAS No.: 28361-96-8
• Molecular Formula: C₅H₁₀ClNO₂S
• Molecular Weight: 183.659
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID201031123
• Nikkaji Number: J74.974E
• Mol file: 28361-96-8.mol

Synonyms:Cysteine, S-(2-chloroethyl)-;97142-17-1;C5-H10-Cl-N-O2-S;SCHEMBL13118680;DTXSID201031123;AKOS006276194

Chemical Property of Cysteine, S-(2-chloroethyl)-

Chemical Property:

• Vapor Pressure: 1.23E-05mmHg at 25°C
• Refractive Index: 1.551
• Boiling Point: 343.8°Cat760mmHg
• Flash Point: 161.7°C
• PSA: 88.62000
• Density: 1.359g/cm³
• LogP: 1.07060
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 183.0120774
• Heavy Atom Count: 10
• Complexity: 112

Purity/Quality:

96% ^*data from raw suppliers

S-(2-CHLOROETHYL)CYSTEINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCl)SCC(C(=O)O)N
• Isomeric SMILES: C(CCl)SC[C@@H](C(=O)O)N

Technology Process of Cysteine, S-(2-chloroethyl)-

There total 4 articles about Cysteine, S-(2-chloroethyl)- 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: 93.8%

(-)-(2R)-2-amino-3-(2-hydroxyethylsulfanyl)propanoic acid (6367-98-2,19179-73-8) → S-(2-chloroethyl)cysteine (28361-96-8,98069-36-4)

Guidance literature:

With hydrogenchloride; In water; for 7h; Reflux;

Reference yield: 90.4%

(R)-2-amino-3-<(2-chloroethyl)sulfanyl>propanoic acid hydrochloride (56674-34-1) → S-(2-chloroethyl)cysteine (28361-96-8,98069-36-4)

Guidance literature:

With triethylamine; In methanol; for 1h;

DOI:10.1271/bbb.62.2382

Reference yield:

(R)-2-Benzyloxycarbonylamino-3-(2-chloro-ethylsulfanyl)-propionic acid benzyl ester (113494-27-2) → S-(2-chloroethyl)cysteine (28361-96-8,98069-36-4)

Guidance literature:

With hydrogenchloride; boron trifluoride diethyl etherate; hydrogen; palladium; In methanol; ethanol; for 1h;

DOI:10.1246/bcsj.60.2963

upstream raw materials:

(-)-(2R)-2-amino-3-(2-hydroxyethylsulfanyl)propanoic acid

(R)-2-Benzyloxycarbonylamino-3-(2-chloro-ethylsulfanyl)-propionic acid benzyl ester

(R)-2-amino-3-<(2-chloroethyl)sulfanyl>propanoic acid hydrochloride

(S)-2-amino-3-<(2-hydroxyethyl)sulfanyl>propanoic acid

Downstream raw materials:

2-amino-3-(2-chloro-ethylsulfanyl)-propionic acid methyl ester hydrochloride

2-(R)-thiomorpholine carboxylic acid hydrochloride

Refernces

• 1、 Shiraiwa, Tadashi,Tadokoro, Kohya,Tanaka, Haruyuki,Nanba, Keiichiro,Yokono, Noriyoshi,Shibazaki, Katsuyoshi,Kubo, Motoki,Kurokawa, Hidemoto. "Synthesis of Optically Active 1,4-Thiazane-3-carboxylic Acid via Optical Resolution by Preferential Crystallization of (RS)2-Amino-3-[(2-chloroethyl)sulfanyl]propanoic Acid Hydrochloride". . p. 2382 - 2387. Retrieved 2007/10/03.