The Journal of Organic Chemistry

tert-Butyl group as thiol protection in peptide synthesis

JJ Pastuszak, A Chimiak

Index: Pastuszak, Juliusz Jacek; Chimiak, Andrzej Journal of Organic Chemistry, 1981 , vol. 46, # 9 p. 1868 - 1873

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Citation Number: 70

Abstract

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-nitropheny1) sulfenyl chloride (NpsC1). The S-(2-nitrophenyl) sulfenyl derivatives so obtained were converted either into ...