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. 1991 Nov 11;19(21):5883–5888. doi: 10.1093/nar/19.21.5883

Novel route to oligo(deoxyribonucleoside phosphorothioates). Stereocontrolled synthesis of P-chiral oligo(deoxyribonucleoside phosphorothioates).

W J Stec 1, A Grajkowski 1, M Koziolkiewicz 1, B Uznanski 1
PMCID: PMC329042  PMID: 1945876

Abstract

The synthesis and separation of diastereoisomerically pure 5'-O-DMT-nucleoside 3'-O-(2-thio-1,3,2-oxathiaphospholane) allows their use as synthons in DBU-catalyzed reaction with the 5'-hydroxyl function of solid-support-bound nucleoside moiety. Since this reaction is stereospecific (greater than 99%), this novel method allows preparation of oligo(nucleoside phosphorothioates) with predetermined chirality at each P-chiral internucleotide phosphorothioate centre.

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Selected References

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