Reinvestigation of deoxyribonucleoside phosphorothioites: synthesis and properties of deoxyribonucleoside-3' dimethyl phosphites.
Further investigation of the synthesis of deoxyribonucleoside-3' (t-butyl) O-(2-cyanoethyl) phosphorothioites as monomer building units for the phosphorothioite approach has led us to conclude that internucleotidic bond formation proceeded via bis(deoxyribonucleoside-3') (2-cyanoethyl) phosphite intermediates, which proved to be activated by iodine, rather than the mechanism previously reported. In connection with this study, deoxyribonucleoside-3' dimethyl phosphites were synthesized and detailed properties of them are also described.
Nagai
H
H
Department of Life Chemistry, Tokyo Institute of Technology, Yokohama, Japan.
Fujiwara
T
T
Fujii
M
M
Sekine
M
M
Hata
T
T
D055598:Chemical Phenomena; D002621:Chemistry; D002851:Chromatography, High Pressure Liquid; D003853:Deoxyribonucleosides / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D009943:Organophosphorus Compounds / Q000138:chemical synthesis*; D009946:Organothiophosphorus Compounds
D003853:Deoxyribonucleosides; D009943:Organophosphorus Compounds; D009946:Organothiophosphorus Compounds