DIRECT SYNTHESIS OF N-PROTECTED BETA-AMINO DIMETHYLHYDROXAMATES - APPLICATION TO THE SOLID-PHASE SYNTHESIS OF A PEPTIDE INCORPORATING A NEWAMIDE BOND SURROGATE PSI[CH2CH2NH]

A rapid and efficient one-step synthesis of N-protected beta-amino dim ethylhydroxamates starting from diazo ketones is reported A Fmoc-prote cted beta-amino aldehyde obtained by reduction of its corresponding di methylhydroxamate was incorporated during solid phase assembly of an a ntigenic peptide. The resulting pseudopeptide containing an ethylene a mino bond Psi[CH2CH2NH] was efficiently recovered. (C) 1998 Elsevier S cience Ltd. All rights reserved.