Synthesis of selenoxo peptides and oligoselenoxo peptides employing LiAlHSeH

…, B Chattopadhyay, M Mukherjee…

Index: Vishwanatha; Narendra; Chattopadhyay, Basab; Mukherjee, Monika; Sureshbabu, Vommina V. Journal of Organic Chemistry, 2012 , vol. 77, # 6 p. 2689 - 2702

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Citation Number: 17

Abstract

Synthesis of selenoxo peptides by the treatment of N α-protected peptide esters with a combination of PCl5 and LiAlHSeH is delineated. The method is simple, high-yielding, and free from racemization. Thus obtained selenoxo peptides are used as units for N-terminal chain extension through N α-deprotection/coupling to yield peptide–selenoxo peptide hybrids. Multiple selenation is demonstrated by conversion of two peptide bonds of ...