76499-06-4

Basic information

• Product Name: p-Toluenesulfonate of S-tert-Butyl-L-cysteine Benzyl Ester
• Synonyms: p-Toluenesulfonate of S-tert-Butyl-L-cysteine Benzyl Ester
• CAS NO: 76499-06-4
• Molecular Weight: 439.597
• Mol File: 76499-06-4.mol

Chemical Properties

• CAS DataBase Reference: p-Toluenesulfonate of S-tert-Butyl-L-cysteine Benzyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: p-Toluenesulfonate of S-tert-Butyl-L-cysteine Benzyl Ester(76499-06-4)
• EPA Substance Registry System: p-Toluenesulfonate of S-tert-Butyl-L-cysteine Benzyl Ester(76499-06-4)

Safety Data

• Hazardous Substances Data: 76499-06-4(Hazardous Substances Data)

Upstream product

• 2481-09-6 S-tert-Butyl-N-acetyl-L-cysteine hydrochloride 
• 104-15-4 toluene-4-sulfonic acid 
• 100-51-6 benzyl alcohol 

Relevant articles and documents

tert-Butyl group as thiol protection in peptide synthesis

S-tert-Butylcysteine was obtained by a new method. A number of its N-protected derivatives and esters were synthesized. Syntheses of several peptides containing tert-butyl and acetamidomethyl or benzyl thioethers of cysteine were carried out. The tert-butyl group was removed from the thiol group of peptides by treatment with (2-nitrophenyl)sulfenyl chloride (NpsCl). The S-(2-nitrophenyl)sulfenyl derivatives so obtained were converted either into cysteine by reduction or into cystine derivatives by disproportionation. Owing to the mild deprotection conditions and the great stability of the S-tert-butyl group, the other protecting groups, particularly those of the thiols, could be easily removed from a variety of combinations.