Synthesis of peptide aldehydes on solid support using ozonolysis

A new strategy for the synthesis of peptide aldehydes on solid support is presented. Reaction of a N-protected α-amino aldehyde with MBHA-supported Wittig ou Wittig-Horner reagent yielded resin-linked α-β-unsaturated δ-amino derivative. After elongation of the peptide chain, ozonolysis produced fair...

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Bibliographic Details
Published in:Tetrahedron letters 1998-10, Vol.39 (40), p.7287-7290
Main Authors: Paris, Marielle, Heitz, annie, Guerlavais, Vincent, Cristau, Michèle, Fehrentz, Jean-Alain, Martinez, Jean
Format: Article
Language:English
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Summary:A new strategy for the synthesis of peptide aldehydes on solid support is presented. Reaction of a N-protected α-amino aldehyde with MBHA-supported Wittig ou Wittig-Horner reagent yielded resin-linked α-β-unsaturated δ-amino derivative. After elongation of the peptide chain, ozonolysis produced fairly pure C-terminal peptide aldehydes in good yield. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(98)01559-7