Deacylation studies on furanose triesters using an immobilized lipase: synthesis of a key precursor for bicyclonucleosides

Chem Commun (Camb). 2007 Jul 7:(25):2616-7. doi: 10.1039/b618426j. Epub 2007 Mar 27.

Abstract

Lipozyme TL IM immobilized on silica catalyses the deacylation of 4-C-acyloxymethyl-3,5-di-O-acyl-1,2-O-(1-methylethylidene)-beta-L-threo-pentofuranose to form 3,5-di-O-acyl-4-C-hydroxymethyl-1,2-O-(1-methylethylidene)-alpha-d-xylo-pentofuranose in a highly selective and efficient manner.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acylation
  • Catalysis
  • Chromatography, Thin Layer
  • Enzymes, Immobilized / chemistry*
  • Esters / chemistry
  • Indicators and Reagents
  • Lipase / chemistry*
  • Magnetic Resonance Spectroscopy
  • Monosaccharides / chemistry*
  • Silicon Dioxide

Substances

  • Enzymes, Immobilized
  • Esters
  • Indicators and Reagents
  • Monosaccharides
  • Silicon Dioxide
  • Lipase