Synthesis of an enantiopure isoxazolidine monomer for β3-aspartic acid in chemoselective β-oligopeptide synthesis

✍ Scribed by Hiroshi Ishida; Nancy Carrillo; Jeffrey W. Bode

• Book ID: 104096283
• Publisher: Elsevier Science
• Year: 2009
• Tongue: French
• Weight: 484 KB
• Volume: 50
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2009.02.045

✦ Synopsis

The synthesis of an enantiopure isoxazolidine monomer for the incorporation of β(3)-apartic acid residues into β(3)-oligopeptides via chemoselective α-ketoacid-hydroxylamine amide formation. This route involves nitrone cycloaddition of 3-thiophenylpropanal and circumvents limitations of other potential starting materials.