Synthesis of dehydroalanine peptides from. beta.-chloroalanine peptide derivatives

A Srinivasan, RW Stephenson…

Index: Srinivasan,A. et al. Journal of Organic Chemistry, 1977 , vol. 42, p. 2253 - 2256

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Citation Number: 48

Abstract

A series of N-protected di-and tripeptides containing the dehydroalanine unit has been prepared from the corre-sponding serine-containing peptides by a sequence of chlorination, using phosphorus pentachloride in chloroform, followed by base-catalyzed elimination. In two instances where N-benzyloxycarbonyl-L-phenylalanine was the N-terminal unit of a tripeptide, oxazoline hydrochlorides were obtained in the chlorination step. The ...

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