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Direct synthesis of N-protected β-amino dimethylhydroxamates: Application to the solid-phase synthesis of a peptide incorporating a new amide bond surrogate Ψ[CH2CH2NH]

✍ Scribed by David Limal; Anne Quesnel; Jean-Paul Briand


Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
224 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis


A rapid and efficient one-step synthesis of N-protected fl-amino dimethylhydroxamates starting from diazo ketones is reported A Fmoc-protected fl-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 ~F[CH2CH2NH] was efficiently recovered.