mecysteine

Base Information

• Chemical Name: mecysteine
• CAS No.: 2485-62-3
• Molecular Formula: C4H9 N O2 S
• Molecular Weight: 135.187
• Hs Code.: 2930909090
• Mol file: 2485-62-3.mol

Synonyms:Cysteine, methylester, L- (6CI,7CI,8CI); Acthiol J; Cysteine methyl ester; EMC; Mecysteine;Methyl (R)-cysteinate; Methyl 2-amino-3-mercaptopropionate; MethylL-cysteinate; Methyl cysteinate

Chemical Property of mecysteine

Chemical Property:

• Vapor Pressure: 0.384mmHg at 25°C
• Boiling Point: 197.2oC at 760 mmHg
• PKA: 9.35±0.10(Predicted)
• Flash Point: 73.1oC
• PSA: 91.12000
• Density: 1.163g/cm3
• LogP: 0.11680
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 135.03539970
• Heavy Atom Count: 8
• Complexity: 86.1

Purity/Quality:

98%Min ^*data from raw suppliers

METHYL-2-AMINO-3-MERCAPTOPROPANOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(C[S-])[NH3+]
• Isomeric SMILES: COC(=O)[C@H](C[S-])[NH3+]

Technology Process of mecysteine

There total 7 articles about mecysteine 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: 96.0%

methanol (67-56-1) + L-Cysteine (52-90-4) → L-Cysteine methyl ester (2485-62-3)

Guidance literature:

With hydrogenchloride; In water; Reflux;

DOI:10.1016/j.freeradbiomed.2016.07.008

Reference yield: 84.0%

POC-Met-OMe → L-Cysteine methyl ester (2485-62-3)

Guidance literature:

With (BzlNEt₃)2MoS₄; In acetonitrile; at 25 ℃; for 1h; sonicated;

DOI:10.1016/S0040-4039(98)02408-3

Reference yield:

S-<2-(Phenylsulfonyl)ethyl>cystein-methylester → L-Cysteine methyl ester (2485-62-3) + PVS (5535-48-8)

Guidance literature:

With sodium hydroxide; for 10h; Ambient temperature; other concentration of NaOH, reaction velocity;

upstream raw materials:

methanol

l-cysteine hydrochloride

L-Cysteine

S-<2-(4-Ethoxycarbonylphenylsulfonyl)ethyl>cystein-methylester

Downstream raw materials:

N-(Benzyloxycarbonyl)glycyl-cystein-methylester

cysteine hydrazide

(R)-2-p-tolyl-4,5-dihydro-thiazole-4-carboxylic acid methyl ester

2-(benzoylamino-methyl)-4,5-dihydro-thiazole-4-carboxylic acid methyl ester

Refernces

• 1、 Tan, Fangfang,Shi, Baojun,Li, Jian,Wu, Wenjun,Zhang, Jiwen. "Design and synthesis of new 2-aryl-4,5-dihydro-thiazole analogues: In vitro antibacterial activities and preliminary mechanism of action". . p. 20118 - 20130. Retrieved 2015/12/23.
• 2、 Sinha, Surajit,Ilankumaran, Palanichamy,Chandrasekaran, Srinivasan. "The prop-2-ynyloxy carbonyl function (POC): A new amino-protecting group removable from sulfur-containing peptides by ultrasonic irradiation with tetrathiomolybdate under mild and neutral conditions". . p. 771 - 774. Retrieved 2007/10/03.