Synthesis of 2'-O-beta-d-Ribofuranosylnucleosides

Curr Protoc Nucleic Acid Chem. 2007 Jan:Chapter 1:Unit 1.14. doi: 10.1002/0471142700.nc0114s27.

Abstract

A simple and efficient method for the preparation of 2-O-beta-D-ribofuranosylnucleosides, minor tRNA components, is described in this unit. The method consists of condensation of a small excess of 1-O-acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose activated with tin tetrachloride with N-protected 3,5-O-tetra-isopropyldisiloxane-1,3-diyl-ribonucleosides in 1,2-dichloroethane. Subsequent deprotection produces 2-O-beta-D-ribofuranosylnucleosides in an overall yield of 46% to 72%.

MeSH terms

  • Chromatography, Thin Layer
  • Furans / chemistry*
  • Magnetic Resonance Spectroscopy
  • Ribonucleosides / chemical synthesis*
  • Ribonucleosides / chemistry

Substances

  • Furans
  • Ribonucleosides