title: Development of new amination reaction at 4-position of pyrimidine nucleosides.
abstract: A new method for the syntheses of the 4-amino-pyrimidine nucleosides (1a, b) has been developed. The method consists of conversion of uridines into quaternary-ammonium intermediates (4a, b) by the reaction with p-toluenesulfonyl chloride(TsCl) in the presence of tertiary-amines, followed by amination with aq NH3. The method is expedient for large-scale preparation of cytidines like 2'-deoxycytidine (1a) or 2'-deoxy-5-methylcytidine (1b).
authors.affiliation: Organic Synthesis Group, Catalysis Science Laboratory, Mitsui Chemicals, INC., 580-32 Nagaura, Sodegaura-City, Chiba 299-0265, Japan.
authors.forename: Katsutoshi
authors.initials: K
authors.lastname: Tsuchiya
authors.forename: Hironori
authors.initials: H
authors.lastname: Komatsu
mesh_terms: D000586:Amination; D011741:Pyrimidine Nucleosides / Q000737:chemistry*
chemical_list: D011741:Pyrimidine Nucleosides