Synthesis of a sialic acid dimer derivative, 2'alpha-O-benzyl Neu5Ac-alph-(2-->5)Neu5Gc

J Org Chem. 2002 Feb 22;67(4):1376-9. doi: 10.1021/jo015930v.

Abstract

The preparation of a disaccharide 2, Neu5Ac-alpha-(2-->5)Neu5Gc having a alpha-benzyl protecting group at the reducing end, by the coupling of the easily accessible building units 4 and 5 is described. Subsequent deprotection of the coupling adduct led to the isolation of the target compound 2 in high yield.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Disaccharides / chemical synthesis*
  • Disaccharides / chemistry*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Sialic Acids / chemical synthesis*
  • Sialic Acids / chemistry*
  • Spectrophotometry, Ultraviolet
  • Stereoisomerism

Substances

  • 2'-alpha-O-benzyl N-acetylneuraminic acid-alpha-(2-5)-N-glycolylneuraminic acid
  • Disaccharides
  • Sialic Acids