Synthesis of Fmoc-protected aza-β3-amino acids via reductive amination of glyoxylic acid

The reductive amination of glyoxylic acid, with a protected Fmoc hydrazine, has been developed as a simple and efficient method for the preparation of Fmoc-aza-β3-amino acid residues (aza-β3-aa). Anchoring on resin of these residues will be described as well as the synthesis of hybrid peptide.

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Bibliographic Details
Published in:Tetrahedron letters 2005-10, Vol.46 (41), p.7073-7075
Main Authors: Busnel, Olivier, Bi, Lanrong, Baudy-Floc’h, Michèle
Format: Article
Language:English
Subjects:
Aza-β3-amino acid
Fmoc protecting group
Loading resin
Peptidomimetics
Reductive amination
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Description
Summary:The reductive amination of glyoxylic acid, with a protected Fmoc hydrazine, has been developed as a simple and efficient method for the preparation of Fmoc-aza-β3-amino acid residues (aza-β3-aa). Anchoring on resin of these residues will be described as well as the synthesis of hybrid peptide.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2005.07.160