Oxygen Chiral Phosphate in Ribo- and 2′-Deoxyribodinucleoside Monophosphates by Oxidation of Phosphite Intermediates

Abstract Oxidation of dinucleoside monophosphite triesters of ribo- and deoxyribonucleosides with iodine-[18O]H2O furnished diastereoisomeric phosphate triesters having the oxygen labels in the P=O group. Chromatographic separation of the isomers followed by deprotection yielded oxygen chiral dinucleoside monophosphates. The absolute configuration of [18O]UpA has been established.