title: Investigation of a facile synthetic method for phosphorothioate dimer synthons in oligonucleotide phosphorothioates synthesis.
abstract: A facile synthetic method of a phosphorothioate dimer block was investigated. Dinucleoside phosphite triester intermediates were obtained in one-pot synthesis by the coupling of a protected nucleoside bearing free 5'-OH and a protected nucleoside bearing free 3'-OH in the presence of phosphorous trichloride (PCl3) and 1,2,4-triazole. The intermediates were easily sulfurized to afford the desired phosphorothioate dimer blocks in 33-64% overall yields.
authors.affiliation: Chemistry Lab., Yamasa Corporation, Chiba, Japan. miyasita@yamasa.com
authors.forename: T
authors.initials: T
authors.lastname: Miyashita
authors.forename: K
authors.initials: K
authors.lastname: Yamada
authors.forename: K
authors.initials: K
authors.lastname: Kondo
authors.forename: K
authors.initials: K
authors.lastname: Mori
authors.forename: K
authors.initials: K
authors.lastname: Shinozuka
mesh_terms: D002855:Chromatography, Thin Layer; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009841:Oligonucleotides / Q000138:chemical synthesis*; D013464:Sulfuric Acids / Q000737:chemistry; D013873:Thionucleotides / Q000138:chemical synthesis*; D014230:Triazoles / Q000737:chemistry
chemical_list: D009841:Oligonucleotides; D013464:Sulfuric Acids; D013873:Thionucleotides; D014230:Triazoles