Facile preparation f protected furanoid glycals from thymidine

摘要

The synthesis of O-silyl- and 0-acyl-protected furanose glycals from free thymidine was investigated. The method of glycal formation reported by Pedersen et al. Was successfully expanded to include 5-ester (toluovyl) protected glycals as well as various combinations of 5'-ester and 3- and 5-ert- butyldimetrylsilyl and tert-butyldiphenylsilyl protection. Gram quantities of furanoid glycals can be prepared in a few days in two-four synthetic steps in overall yields ranging from 17 to 80/100.