N. Sakura, Kyoko Hirose, T. Hashimoto
Apr 25, 1985
Citations
0
Influential Citations
7
Citations
Journal
Chemical & Pharmaceutical Bulletin
Abstract
Novel L-asparagine and L-glutamine derivatives with the carboxamide nitrogen (Nca) acylated by urethane type protecting groups, tert-butyloxycarbonyl (Boc) and 4-nitrobenzyloxycarbonyl [Z(NO2)], were synthesized through ruthenium tetroxide oxidative transformation of Nα, Nω-diacylated L-2, 4-diaminobutyric acid and L-ornithine. Nca-Boc and Nca-Z (NO2) groups can be deprotected by trifluoroacetic acid and catalytic hydrogenation respectively. Nα, Nca-DiBoc-Asn-OH is applied to peptide synthesis by dicyclohexylcarbodiimide or mixed anhydride method without nitrile formation.