N,N'-Bis(trifluoroacetyl)-L-cystine dimethyl ester

Base Information

• Chemical Name: N,N'-Bis(trifluoroacetyl)-L-cystine dimethyl ester
• CAS No.: 1492-83-7
• Molecular Formula: C12H14F6N2O6S2
• Molecular Weight: 460.375
• Hs Code.: 2930909090
• Mol file: 1492-83-7.mol

Synonyms:N,N'-Bis(trifluoroacetyl)-L-Cystine Dimethyl Ester;bis-N-trifluoroacetylcystine dimethyl ester;dimethyl N,N'-bis(trifluoroacetyl)-(L)-cystinate;

Chemical Property of N,N'-Bis(trifluoroacetyl)-L-cystine dimethyl ester

Chemical Property:

• PSA: 161.40000
• LogP: 1.58980

Purity/Quality:

99% ^*data from raw suppliers

N,N''-Bis(trifluoroacetyl)-L-CystineDimethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N,N'-Bis(trifluoroacetyl)-L-Cystine Dimethyl Ester is an intermediate in the synthesis of N-trifluoroacetyl dipeptides.

Technology Process of N,N'-Bis(trifluoroacetyl)-L-cystine dimethyl ester

There total 3 articles about N,N'-Bis(trifluoroacetyl)-L-cystine dimethyl 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: 100.0%

L-cystine dimethyl ester dihydrochloride (32854-09-4) + trifluoroacetic anhydride (407-25-0) → N,N'-bis(trifluoroacetyl)-L-cystine dimethyl ester (1492-83-7,26527-24-2)

Guidance literature:

With trifluoroacetic acid; at -5 - 20 ℃;

DOI:10.1016/j.tet.2010.03.091

Reference yield:

S-benzyl-N-trifluoroacetyl-L-cysteine methyl ester (3108-67-6) → N,N'-bis(trifluoroacetyl)-L-cystine dimethyl ester (1492-83-7,26527-24-2) + (Z)-methyl N-trifluoracetyl-3-benzylthio-2-amino-2-propenoate (128010-12-8) + (E)-methyl N-trifluoracetyl-3-benzylthio-2-amino-2-propenoate (128010-13-9)

Guidance literature:

With xenon difluoride; In [D₃]acetonitrile; at 5 - 10 ℃; for 0.5h;

Reference yield:

S-benzyl-N-trifluoroacetyl-L-cysteine (329-52-2) → N,N'-bis(trifluoroacetyl)-L-cystine dimethyl ester (1492-83-7,26527-24-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / p-MeC₆H₄SO₃H*H₂O / CH₂Cl₂ / 7 h / Heating

2: XeF₂ / CD₃CN / 0.5 h / 5 - 10 °C

With xenon difluoride; toluene-4-sulfonic acid; In dichloromethane; [D₃]acetonitrile;

upstream raw materials:

L-cystine dimethyl ester dihydrochloride

trifluoroacetic anhydride

S-benzyl-N-trifluoroacetyl-L-cysteine methyl ester

S-benzyl-N-trifluoroacetyl-L-cysteine

Downstream raw materials:

(R)-3-[(R)-2-Methoxycarbonyl-2-(2,2,2-trifluoro-acetylamino)-ethylsulfanyl]-2-(2,2,2-trifluoro-acetylamino)-propionic acid methyl ester

Diethyl disulfide

ethyl trifluoromethyl sulphide

N,N'-bis(trifluoroacetyl)-L-lanthionine dimethyl ester