Glycosylation reaction of unprotected sugars with hydroxyalkylthymine

Nucleosides Nucleotides Nucleic Acids. 2004 May;23(5):749-54. doi: 10.1081/NCN-120039217.

Abstract

Under mild conditions (Lewis acid/solvent/room temperature), the reaction of unprotected glucose, deoxyribose or xylose with hydroxylalkylthymine gives selectively nucleoside analogs with a spacer arm between sugar and base moiety. Experimental conditions (Lewis acid, solvent) for this new strategy leading to nucleoside analogs synthesis are discussed.

MeSH terms

  • Carbohydrates / chemistry*
  • Glycosylation
  • Pyrimidine Nucleosides / chemical synthesis*
  • Pyrimidine Nucleosides / chemistry
  • Thymine / analogs & derivatives*
  • Thymine / chemistry*

Substances

  • Carbohydrates
  • Pyrimidine Nucleosides
  • Thymine