Stereocontrolled synthesis of phosphorothioate DNA by an oxazaphospholidine approach.
Stereocontrolled synthesis of oligodeoxyribonucleoside phosphorothioates using nucleoside 3'-O-oxazaphospholidine derivatives as monomer units is described. N-(Cyanomethyl)pyrrolidinium triflate (CMPT) was found to be effective as an activator for the highly diastereoselective internucleotidec bond formation. The present method was applied to the solid-phase synthesis of stereoregulated oligodeoxyribonucleoside phosphorothioates.
D002851:Chromatography, High Pressure Liquid; D004247:DNA / Q000138:chemical synthesis*; D009943:Organophosphorus Compounds / Q000737:chemistry*; D013873:Thionucleotides / Q000737:chemistry*
D009943:Organophosphorus Compounds; D013873:Thionucleotides; D004247:DNA