A simple one-pot method for the synthesis of partially protected mono- and disaccharide building blocks using an orthoesterification-benzylation-orthoester rearrangement approach

Carbohydr Res. 2003 Sep 26;338(20):2149-52. doi: 10.1016/s0008-6215(03)00349-5.

Abstract

A simple one-pot method is reported for making partially protected glycosyl acceptors from O-methyl or S-alkyl/aryl glycosides of D-glucose, D-galactose, D-arabinose, L-rhamnose, L-fucose and lactose via orthoester formation, benzylation and selective hydrolysis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbohydrate Conformation
  • Carbohydrate Sequence
  • Chromatography
  • Disaccharides / chemical synthesis*
  • Glycosides / chemical synthesis*
  • Molecular Sequence Data
  • Monosaccharides / chemical synthesis*

Substances

  • Disaccharides
  • Glycosides
  • Monosaccharides