title: An efficient synthesis of nucleotides via the phosphoramidite method using a triflic acid salt of an imidazole-related compound as a promoter.
abstract: N-Phenylimidazolium triflate and N-methylbenzimidazolium triflate, new imidazole-related compound/triflic acid-complex type of promoters in the phosphoramidite method, has been developed. These reagents are, particularly, useful for internucleotide-bond formation with lowly reactive reactants and have allowed an efficient, high-yield synthesis of oligodeoxyribonucleotides both in a solution phase and on a solid supports.
authors.affiliation: Laboratory of Bioorganic Chemistry, Graduate School of Human Informatics, Nagoya University, Chikusa, Nagoya 464-8601, Japan.
authors.forename: A
authors.initials: A
authors.lastname: Sakakura
authors.forename: M
authors.initials: M
authors.lastname: Kataoka
authors.forename: R
authors.initials: R
authors.lastname: Kawai
authors.forename: Y
authors.initials: Y
authors.lastname: Hayakawa
mesh_terms: D007093:Imidazoles; D007202:Indicators and Reagents; D008698:Mesylates; D008722:Methods; D015394:Molecular Structure; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry*; D009943:Organophosphorus Compounds
chemical_list: D007093:Imidazoles; D007202:Indicators and Reagents; D008698:Mesylates; C442719:N-phenylimidazolium triflate; D009838:Oligodeoxyribonucleotides; D009943:Organophosphorus Compounds; C434331:phosphoramidite; C012077:trifluoromethanesulfonic acid