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Keywords:

  • selective benzoylation;
  • ribosides;
  • deoxyribosides;
  • secondary hydroxyl group;
  • protection

Abstract

Selective benzoylation of secondary hydroxyl on sugar moiety of various ribosides including N-ribosides, O-ribosides and 2′-deoxy-N-riboside was investigated by using benzoyl chloride and Na2CO3 in aqueous CH3CN. The influence of the aglycone and sugar moiety on the selectivity of benzoylation was discussed as well. A most efficient method for preparation of 2′,3′-O-dibenzoylnucleosides was developed.