N,S-Diacetylcysteine methyl ester

Base Information

• Chemical Name: N,S-Diacetylcysteine methyl ester
• CAS No.: 19547-88-7
• Molecular Formula: C8H13 N O4 S
• Molecular Weight: 219.262
• Hs Code.: 2930909090
• European Community (EC) Number: 243-146-2
• UNII: 37X3OTM55N
• DSSTox Substance ID: DTXSID30941316
• Nikkaji Number: J242.854G
• Mol file: 19547-88-7.mol

Synonyms:N,S-diacetylcysteine methyl ester;NSDCME

Chemical Property of N,S-Diacetylcysteine methyl ester

Chemical Property:

• Appearance/Colour: WHITE POWDER OR CRYSTALS
• Vapor Pressure: 5.85E-06mmHg at 25°C
• Melting Point: 97-100 °C(lit.)
• Boiling Point: 379.4°Cat760mmHg
• PKA: 14.09±0.46(Predicted)
• Flash Point: 183.3°C
• PSA: 97.77000
• Density: 1.208g/cm³
• LogP: 0.33470
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 219.05652907
• Heavy Atom Count: 14
• Complexity: 242

Purity/Quality:

98%min ^*data from raw suppliers

N,S DIACETYL-L-CYSTEINE METHYLESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)NC(CSC(=O)C)C(=O)OC
• Isomeric SMILES: CC(=O)N[C@@H](CSC(=O)C)C(=O)OC
• Uses: Mucothiol, a cysteine derivative has been found to possess NDM-?1 inhibition activity. It also has been researched for reducing relapse of addictive behavior.

Technology Process of N,S-Diacetylcysteine methyl ester

There total 7 articles about N,S-Diacetylcysteine methyl ester 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: 85.0%

Ac-Cys-OMe (7652-46-2) + acetyl chloride (75-36-5) → methyl N,S-diacetylcysteinate (19547-88-7)

Guidance literature:

With triethylamine; In toluene; Ambient temperature;

Reference yield:

L-cysteine methyl ester hydrochloride (18598-63-5) + acetic anhydride (108-24-7) → methyl N,S-diacetylcysteinate (19547-88-7)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane;

DOI:10.1021/ja00486a052

Reference yield:

N-acetylcystein (616-91-1,7696-05-1) → methyl N,S-diacetylcysteinate (19547-88-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / thionyl chloride / CHCl₃

2: 85 percent / triethylamine / toluene / Ambient temperature

With thionyl chloride; triethylamine; In chloroform; toluene;

upstream raw materials:

L-cysteine methyl ester hydrochloride

acetic anhydride

methanol

l-cysteine hydrochloride

Downstream raw materials:

Ac-Cys-OMe