The Reaction of O-Benzylidene Sugars with N-Bromosuccinimide.: VI. A New Synthesis of 2′-Deoxyuridine and some of its Selectively Substituted Derivatives

Abstract

A new synthesis of 2′-deoxyuridine and its selectively substituted derivatives has been developed, based on the reaction of appropriately substituted 2′,3′-O-benzylideneuridines with N-bromosuccinimide (NBS). The preponderant products are uridines containing bromine and benzoate groups in the 2′- and 3′-positions respectively.