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.
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