Direct synthesis of N-protected β-amino dimethylhydroxamates: application to the solid-phase synthesis of a peptide incorporating a new amide bond surrogate ψ [CH …
A rapid and efficient one-step synthesis of N-protected β-amino dimethylhydroxamates starting from diazo ketones is reported. A Fmoc-protected β-amino aldehyde obtained by reduction of its corresponding dimethylhydroxamate was incorporated during solid phase assembly of an antigenic peptide. The resulting pseudopeptide containing an ethylene amino bond Ψ [CH2CH2NH] was efficiently recovered.
