1492-83-7

Basic information

• Product Name: N,N'-Bis(trifluoroacetyl)-L-cystine dimethyl ester
• Synonyms: L-Cystine, N,N'-bis(2,2,2-trifluoroacetyl)-, 1,1'-dimethyl ester
• CAS NO: 1492-83-7
• Molecular Formula: C₁₂H₁₄F₆N₂O₆S₂
• Molecular Weight: 460.37
• Product Categories: Amines, Pharmaceuticals, Intermediates & Fine Chemicals, Sulfur & Selenium Compounds
• Mol File: 1492-83-7.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N,N'-Bis(trifluoroacetyl)-L-cystine dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-Bis(trifluoroacetyl)-L-cystine dimethyl ester(1492-83-7)
• EPA Substance Registry System: N,N'-Bis(trifluoroacetyl)-L-cystine dimethyl ester(1492-83-7)

Safety Data

• Hazardous Substances Data: 1492-83-7(Hazardous Substances Data)

Usage

Uses

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

Upstream product

• 329-52-2 S-benzyl-N-trifluoroacetyl-L-cysteine 
• 32854-09-4 L-cystine dimethyl ester dihydrochloride 
• 407-25-0 trifluoroacetic anhydride 
• 3108-67-6 S-benzyl-N-trifluoroacetyl-L-cysteine methyl ester 

Downstream Products

• 26527-25-3 N,N'-bis(trifluoroacetyl)-L-lanthionine dimethyl ester 
• 110-81-6 Diethyl disulfide 
• 13003-31-1 ethyl trifluoromethyl sulphide 
• 26527-25-3 (R)-3-[(R)-2-Methoxycarbonyl-2-(2,2,2-trifluoro-acetylamino)-ethylsulfanyl]-2-(2,2,2-trifluoro-acetylamino)-propionic acid methyl ester 

Relevant articles and documents

Synthesis of S-trifluoromethyl-containing α-amino acids from sodium trifluoromethanesulfinate and dithio-amino acids

N-Protonated or N-acetylated dimethyl cystinates and homocystinates react with sodium trifluoromethanesulfinate and t-butyl hydroperoxide to yield the corresponding derivatives of methyl S-trifluoromethyl cysteinate and homocysteinate in a stereospecific manner.Methyl S-trifluoromethyl-N-acetyl cysteinate and homocysteinate are readily saponified, without racemization, by sodium hydrogen carbonate in a water/methanol mixture.

Preparation and mass spectral properties of cystine and lanthionine derivatives. A novel synthesis of L-lanthionine by selective desulfurization.

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Fluorination of sulfur-containing amino acids: Reaction of xenon difluoride with cysteine derivatives

The reaction of XeF2 with cysteine derivatives RSCH2CH(NHR)COOR, i.e., S-benzyl-N-trifluoroacetyl-L-cysteine methyl ester, S-benzyl-N-carbobenzoxy-L-cysteine p-nitrophenyl ester, and S-methyl-N-trifluoroacetyl-L-cysteine methyl ester is described.The fluorinated products PhCHFSCH2CH(NHR)COOR, PhCH2SCHFCH(NHR)COOR, and FCH2SCH2CH(NHR)COOR were identified by 1H and 19F nuclear magnetic resonance spectroscopy.PhCH2SCHFCH(NHR)COOR loses HF within 24 hours to give Z- and E-PhCH2SCH=C(NHR)COOR.If the reaction with XeF2 is carried out in the presence of moisture the sulfoxide RS(O)CH2CH(NHR)COOR and sulfone RSO2CH2CH(NHR)COOR are produced.