o-Nitrophenyl esters of tert-butyloxycarbonylamino acids and their application in the stepwise synthesis of peptide chains by a new technique

M Bodanszky, KW Funk, ML Fink

Index: Bodanszky,M. et al. Journal of Organic Chemistry, 1973 , vol. 38, p. 3565 - 3570

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Citation Number: 49

Abstract

Synthesis of the protected nonapeptide tert-butyloxycarbonyl-~-leucyl-~-glutaminyl-, l'~-2, 6- dichlorobeneyloxy-carbonyl-~-lysyl-t-leucyl-~-leucyl-~-glutaminylglycyl-~ leucyl-~- valinamide, corresponding to the C-terminal sequence of a secretin analog, is described. Acylation of L-valinamide with the o-nitrophenyl ester of tert-butyloxycarbonyl-L-leucine yielded a dipeptide derivative which, after deprotection with trifluoroacetic acid, was ...