Cidofovir, a novel acyclic nucleotide antiviral agent, has potent activity on a wide variety of DNA virus, especially on cytomegalovirus. It was approved by the FDA for the treatment of CMV retinitis in patients with AIDS. Also, Cidofovir was found effective against HSV, VZV, HPV etc.In this thesis, (R)-glycidol was used as a starting material to synthesize the target compound, Cidofovir, via protection of hydroxyl group, condensation with cytosine, protection of amino group, condensation with side chain and final deprotection steps.Moreover, based upon the principle of isostere, the oxygen atom on the side chain of Cidofovir (2’-O-) could be replaced by S or N atom. Following similar synthetic routes, (S)-N1-[(2-diethylphosphorylmethyl thio-3-benzyloxy)propyl]cytosine and (S)-N1-[(2-diethylphosphoryl methylamino-3-benzyloxy) propyl]cytosine were successfully prepared.In addition, (S)-glycidol was used as a starting material to obtain the (R) configuration of Cidofovir acyclic nucleotide analogs. |