A facile and regiospecific preparation of 6-alkyluridines.
2',3'-O-Isopropylideneuridine, upon lithiation and subsequent alkylation, was transformed to 6-alkyl derivatives in a regiospecific manner. After acidic treatment of the acetonides, 6-alkyluridines (methyl, ethyl, propyl, isopropyl, butyl, secbutyl, and hexan-3-yl) were obtained. 5'-Deoxy-6-alkyluridines (methyl, ethyl, and isopropyl) were also prepared by the same route from 5'-deoxy-2',3'-O-isopropylideneuridine.
D007202:Indicators and Reagents; D008722:Methods; D008968:Molecular Conformation; D013329:Structure-Activity Relationship; D014529:Uridine / Q000031:analogs & derivatives* / Q000138:chemical synthesis
D007202:Indicators and Reagents; D014529:Uridine