SYNTHESIS OF PHOSPHOROTHIOATE ANALOGS OF OLIGORIBOADENYLATES USING SALICYLCHLOROPHOSPHITE

The phosphorothioate analogues of adenylyl(2'-5')adenosine, adenylyl(3'-5)-adenosine, adenylyl(5'-5')adenosine and adenylyl(2'-5')-P-thioadenylyl(3'-5')adenosine and adenylyl(2'-5')-P-thioadenylyl(2'-5')adenosine have been synthesized using salicylchlorophosphite for formation of internucleoside phosphodiester bonds. In the case of (2'-5') and (3'-5') dimers, all compounds were obtained as individual R(p)- and S(p)-diastereosomers. The structure of the synthesized compounds was confirmed by UV, CD and H-1 NMR spectroscopy data, and enzymatic hydrolysis.