Synthesis of analogues of 5-iodo-2'-deoxyuridine-5'-diphosphate

The synthesis of three types of diphosphate analogues of 5-iodo-2′-deoxyuridine-5′-diphosphate is reported. Routes are described to the 5′-phosphonoacetamido, the 5′-N-phosphonosulfamoyl and the 5′-O-sulfamoylcarbamoyl derivatives, 2, 3 and 4 starting from 5-iodo-2′-deoxyuridine (IDU). In the course of the synthesis of 3, the 5′-sulfamoyl derivative 19, an analogue of IDU 5′-monophosphate was prepared. The antiherpes virus activity of 2, 4 and 19 is reported.