Phosphorylation of 5′-monomethoxytritylthymidine (II) with aryl-N-phenylphosphoramidochloridate gave the diastereoisomers (IV) and (V), which are enantiomeric at the Patom; removal of the P-anilido group of (IV) and (V) by treatment with NaH, followed by CS2 gave the corresponding 5′-monomethoxytritylthymidine-3′-O-arylphosphorothioates, (VI) and (VII), in good yield which were converted into their 5-methyl esters.
W. S. Zieliński, Z. J. Leśnikowski and W. J. Stec, J. Chem. Soc., Chem. Commun., 1976, 772 DOI: 10.1039/C39760000772
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