Synthesis of carbohydrate derivatives using solid-phase work-up and scavenging techniques

Org Biomol Chem. 2003 Jun 21;1(12):2029-31. doi: 10.1039/b303951j.

Abstract

Methods to allow the clean preparation of oligosaccharides were investigated using techniques that do not require conventional column chromatography or an aqueous work-up. The route was designed to provide rapid access to oligosaccharides and is suitable for automation and parallel library formation. The research has focused on the glycosidations of a range of glycosyl acceptors with various selenophenyl glycosyl donors using iodine as an activator in the presence of DTBMP, a hindered organic base. Hydroxyl-containing contaminants were removed by scavenging with polymer-supported tosyl chloride.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbohydrate Sequence
  • Combinatorial Chemistry Techniques / methods*
  • Glycosides / chemistry
  • Glycosylation
  • Iodine / chemistry
  • Molecular Sequence Data
  • Oligosaccharides / chemical synthesis*
  • Oligosaccharides / chemistry
  • Tosyl Compounds / chemistry

Substances

  • Glycosides
  • Oligosaccharides
  • Tosyl Compounds
  • Iodine