Synthesis of carbocyclic nucleosides as potential antiviral agents.
Treatment of 1-[(1'R,2'S,3'S,4'S)-4'-methanesulfonyl-2',3'-O- isopropylidenedioxycyclopentan-1'-yl]-1-H-uracil with LiN3 gave 1-[(1'R,2'S,3'R)-2',3'-O-isopropylidenedioxy-4'- cyclopenten-1'-yl]-1-H-uracil. When KOBut was added instead of LiN3, 1-[(1'R,2'S)-2',3'-O- isopropylidenedioxy-3'-cyclopenten-1'-yl]-1-H-uracil was produced. An analogous treatment of the methanesulfonyl derivative of thymine was also carried out.
Kozaki
A
A
Laboratory of Molecular Biochemistry, Department of Biomolecular Science, Faculty of Engineering, Gifu University, Yanagido 1-1, Gifu 501-1193, Japan.
Zulfiqar
F
F
Ueno
Y
Y
Kitade
Y
Y
D000146:Acids, Carbocyclic / Q000737:chemistry; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry; D011741:Pyrimidine Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry
D000146:Acids, Carbocyclic; D000998:Antiviral Agents; D011741:Pyrimidine Nucleosides