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The Cglycosyl analog of an N-linked glycoamino acid

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
39
Issue
50
Identifiers
DOI: 10.1016/s0040-4039(98)02065-6
Keywords
  • C-Glycosides
  • Glycopeptides
  • Phosphonates
  • Wittig Reactions

Abstract

Abstract The synthesis of a new glycoamino acid derivative, a direct C-analog of N 4-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-L-Asn is described. The C-glycoside is prepared by a tandem Horner-Emmons-Wadsworth olefination-Michael addition between an aspartyl β-keto phosphonate and a 4,6-O-benzylidene GlcNAc sugar.

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