title: Simultaneous removal of benzyl and benzyloxycarbonyl protective groups in 5'-O-(2-deoxy-alpha-D-glucopyranosyl)uridine by catalytic transfer hydrogenolysis.
abstract: Synthesis of N(3),2',3'-O-tris-(benzyloxycarbonyl)uridine and its use in the synthesis of 5'-O-(2-deoxy-alpha-d-glucopyranosyl)uridine is described. Simultaneous removal of benzyl and benzyloxycarbonyl groups was accomplished by catalytic transfer hydrogenolysis in the presence of Pearlman's catalyst without competing side reactions.
authors.affiliation: Department of Organic Chemistry, Faculty of Chemistry, Silesian University of Technology, Gliwice, Poland. ilona.wandzik@polsl.pl
authors.forename: Ilona
authors.initials: I
authors.lastname: Wandzik
authors.forename: Tadeusz
authors.initials: T
authors.lastname: Bieg
authors.forename: Monika
authors.initials: M
authors.lastname: Kadela
mesh_terms: D001593:Benzyl Compounds / Q000737:chemistry*; D002384:Catalysis; D006859:Hydrogen / Q000737:chemistry*; D006865:Hydrogenation; D015394:Molecular Structure; D014529:Uridine / Q000737:chemistry*
chemical_list: D001593:Benzyl Compounds; D006859:Hydrogen; D014529:Uridine