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Nucleic Acids Symposium Series 2001 1(1):59-60; doi:10.1093/nass/1.1.59
© 2001 by Oxford University Press
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Synthesis of carbocyclic nucleosides as potential antiviral agents

Atushi Kozaki, Fazila Zulfiqar, Yoshihito Ueno and Yukio Kitade

Laboratory of Molecular Biochemistry, Department of Biomolecular Science, Faculty of Engineering, Gifu University, Yanagido 1-1, Gifu 501-1193, Japan

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.


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