Synthesis of Cytidine 5'-Diphosphate-and Deoxycytidine 5'-Diphosphate-L-serine

Abstract

O-Phosphoryl-L-serine (I) was treated with carbobenzyloxychloride to give O-phosphoryl-N-carbobenzyloxy-L-serine (III). Condensation of III with dicyclohexylguanidinium cytidine 5'-phosphoramidate (II) gave cytidine 5'-diphosphate-N-carbobenzyloxy-L-serine (IV), which was hydrogenated with palladised charcoal to obtain cytidine 5'-diphophate-L-serine. Likewise, deoxycytidine 5'-diphosphate-L-serine was synthesized from III and dicyclohexylguanidinium deoxycytidine 5'-phosphoramidate (V).