Synthèse de la <scp>L</scp>‐histidyl‐<scp>L</scp>‐phénylalanyl‐<scp>L</scp>‐arginyl‐<scp>L</scp>‐tryptophanyl‐glycyl‐ϵ‐CBO‐<scp>L</scp>‐lysyl‐<scp>L</scp>‐prolyl‐<scp>L</scp>‐valylamide

Abstract

Abstract Trityl‐glycyl‐ϵ‐CBO‐ L ‐lysine is condensed with L ‐prolyl‐ L ‐valine methyl ester and, after amidification and splitting of the trityl group, glycyl‐ϵ‐CBO‐ L ‐lysyl‐ L ‐prolyl‐ L ‐valylamide is obtained. This is condensed with ditrityl‐ L ‐histidyl‐ L ‐phenylalanyl‐ L ‐arginyl‐ L ‐tryptophane prepared by condensation of ditrityl‐ L ‐histidyl‐ L ‐phenylalanine with L ‐arginyl‐ L ‐tryptophane methyl ester and saponification. Dicyclohexyl‐carbodiimide is used as a condensing agent. After splitting off the trityl groups, the final octapeptide, L ‐histidyl‐ L ‐phenylalanyl‐ L ‐arginyl‐ L ‐tryptophanyl‐glycyl‐ϵ‐CBO‐ L ‐lysyl‐ L ‐prolyl‐ L ‐valylamide is shown to be optically pure by leucine‐aminopeptidase digestion.