2-(Phenylthio) ethyl as a novel two-stage base protecting group for thymidine analogues

J D'Onofrio, L De Napoli, G Di Fabio, D Montesarchio

Index: D'Onofrio, Jennifer; De Napoli, Lorenzo; Di Fabio, Giovanni; Montesarchio, Daniela Synlett, 2006 , # 6 p. 845 - 848

Full Text: HTML

Citation Number: 9

Abstract

Abstract 2-(Phenylthio) ethyl is here proposed for temporary masking the thymine residue in the synthesis of sugar modified thymidine derivatives. This protection has been devised as a 'two-stage'system. The 2-(phenylthio) ethyl residue can be easily and regiospecifically inserted at the N3-position of the pyrimidine by a Mitsunobu reaction with 2-(phenylthio) ethanol and is perfectly stable also to strongly basic conditions. This allowed us to ...