New approach to the synthesis of oligodeoxyribonucleotides modified with phosphorothioates of predetermined sense of P-chirality

Abstract

Appropriately protected, diastereomerically pure dinucleoside phosphorothioates, obtained by the stereocontrolled oxathiaphospholane method, were S-alkylated with 2-nitrobenzyl bromide and then converted into their 3′- O-phosphoramidites. The corresponding S-protected dinucleotide building blocks were successfully used for the synthesis of oligonucleotides containing P-stereodefined phosphorothioate bonds at preselected positions.