THE SYNTHESIS OF PHOSPHOCERAMIDE AZIDOTHY MIDINE AND PHOSPHOCERAMIDE DIDEHYDRODEOXYTHYMIDINE

The synthesis of two novel lipophosphonucleoside potential antiviral a gents, anine-1-phosphoryl-5'-(3'-deoxy-3'-azido)thymidine and phoryl-5 '-(2',3'didehydro-2',3'-dideoxy)thymidine, is reported. The phosphoest er linkages between the primary hydroxyl group of rac-ceramide and the 5'-hydroxyl group of the corresponding 3'-deoxythymidine derivative w ere formed using either the H-phosphonate or the phosphite triester me thod. The H-phosphonate approach was shown to be the method of choice for the synthesis of ceramide phospho-3'-azidothymidine.