反应详情

For the preparation of the ester starting material, N-(benzyloxycarbonyl)-3-(p-cyanophenyl)-DL-alanine and N-glycyl-β-alanine benzyl ester trifluoroacetate are coupled to give N-[N-[N-(benzyloxycarbonyl)-3-(p-cyanophenyl)-DL-alanyl]glycyl]-β-alanine benzyl ester, m.p. 134°-135° C. Therefrom with hydrogen sulphide and triethylamine in pyridine there is obtained N-[N-[N-(benzyloxycarbonyl)-3-[p-(thiocarbamoyl)phenyl]-DL-alanyl]glycyl]-β-alanine benzyl ester m.p.150°-151° C. Reaction with methyl iodide in acetone, subsequent reaction with ammonium acetate in methanol and treatment with benzyl chloroformate and triethylamine in THF give N-[N-[N-(benzyloxycarbonyl)-3-[p-[N-(benzyloxycarbonyl)-amidino]phenyl]-DL-alanyl]glycyl]-β-alanine benzyl ester, MS: 694 (100, M+H).