Simultaneous removal of benzyl and benzyloxycarbonyl protective groups in 5'-O-(2-deoxy-alpha-D-glucopyranosyl)uridine by catalytic transfer hydrogenolysis.
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.
Wandzik
Ilona
I
Department of Organic Chemistry, Faculty of Chemistry, Silesian University of Technology, Gliwice, Poland. ilona.wandzik@polsl.pl
Bieg
Tadeusz
T
Kadela
Monika
M
D001593:Benzyl Compounds / Q000737:chemistry*; D002384:Catalysis; D006859:Hydrogen / Q000737:chemistry*; D006865:Hydrogenation; D015394:Molecular Structure; D014529:Uridine / Q000737:chemistry*
D001593:Benzyl Compounds; D006859:Hydrogen; D014529:Uridine