title: Reinvestigation of deoxyribonucleoside phosphorothioites: synthesis and properties of deoxyribonucleoside-3' dimethyl phosphites.
abstract: 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.
authors.affiliation: Department of Life Chemistry, Tokyo Institute of Technology, Yokohama, Japan.
authors.forename: H
authors.initials: H
authors.lastname: Nagai
authors.forename: T
authors.initials: T
authors.lastname: Fujiwara
authors.forename: M
authors.initials: M
authors.lastname: Fujii
authors.forename: M
authors.initials: M
authors.lastname: Sekine
authors.forename: T
authors.initials: T
authors.lastname: Hata
mesh_terms: 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
chemical_list: D003853:Deoxyribonucleosides; D009943:Organophosphorus Compounds; D009946:Organothiophosphorus Compounds