title: Practical synthesis of 2'-deoxy-4'-thioribonucleosides: substrates for the synthesis of 4'-thioDNA.
abstract: We report herein a practical synthesis of 4'-thiothymidine (15) and appropriately protected 2'-deoxy-4'-thiocytidine (16), -thioadenosine (27), and -thioguanosine (29) derivatives, substrates for the synthesis of 4'-thioDNA, from the corresponding 4'-thioribonucleosides. 2'-deoxy-4'-thiopyrimidine nucleosides were synthesized using a radical reaction of the corresponding 2'-alpha-bromo derivatives, which were prepared via 2,2'-O-anhydro derivatives. 2'-deoxy-4'-thiopurine nucleosides were synthesized using the same radical reaction of the corresponding 2'-beta-bromo derivatives.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Hokkaido University, Kita-ku, Sapporo 060-0812, Japan.
authors.forename: Naonori
authors.initials: N
authors.lastname: Inoue
authors.forename: Daisuke
authors.initials: D
authors.lastname: Kaga
authors.forename: Noriaki
authors.initials: N
authors.lastname: Minakawa
authors.forename: Akira
authors.initials: A
authors.lastname: Matsuda
mesh_terms: D004247:DNA / Q000737:chemistry*; D015394:Molecular Structure; D012263:Ribonucleosides / Q000737:chemistry*; D013872:Thionucleosides / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D012263:Ribonucleosides; D013872:Thionucleosides; D004247:DNA