Skip to main content

Acyclic Nucleoside Analogues: III. A Synthesis of New 2′,3′-Dideoxy-2′,3′-Didehydronucleoside Analogues

Abstract

The coupling of 5-acetoxy-1,1-dimethoxypent-2-ene with cytosine and thymine trimethylsilyl derivatives, as well as the reaction of 5-acetoxy-1-bromopent-2-ene with adenine sodium salt, yielded acyclic analogues of the corresponding nucleosides containing 5′-acetoxy groups. They were deprotected with a saturated methanolic solution of ammonia to the target analogues of nucleosides, which were characterized with 1H NMR, IR, and UV spectra.

This is a preview of subscription content, access via your institution.

REFERENCES

  1. Tsytovich, A.V., Shamshin, D.V., Burkovskii, V.B., and Shvets, V.I., Bioorg.Khim., 1995, vol. 21, pp. 874–880.

    Google Scholar 

  2. Tsytovich, A.V., Kochetkova, M.V., Kuznetsova, E.V., Mitsner, B.I., and Shvets, V.I., Bioorg.Khim., 1991, vol.17, pp. 1086–1093.

    Google Scholar 

  3. Mitsner, B.I., Kochetkova, M.V., Filippov, D.V., Tsytovich, A.V., and Dyatkina, N.B., Mol.Biol. (Moscow), 1993, vol. 27, pp. 174–184.

    Google Scholar 

  4. Malekin, S.I., Kruglyak, Yu.L., Khromova, N.Yu., Aksenova, M.Yu., Sokolov, V.P., Kisin, A.V., Novozhilkova, T.I., Popova, S.G., Kurochkin, V.K., Miller, G.G., and Pokidysheva, L.N., Bioorg.Khim., 1997, vol. 23, pp.648–654.

    Google Scholar 

  5. Florent'ev, V.L., Yavorskii, A.E., Kochetkova, S.V., Smirnov, I.P., Shchavel'eva, I.L., Tsylevich, T.L., and Gottikh, B.P., Bioorg.Khim., 1987, vol. 13, pp. 1000–1001.

    Google Scholar 

  6. Florent'ev, V.L., Yavorskii, A.E., and Reshot'ko, L.N., Khim.–Farm.Zh., 1988, vol. 22, pp. 833–836.

    Google Scholar 

  7. Florent'ev, V.L., Tsylevich, T.L., and Kochetkova, S.V., Bioorg.Khim., 1987, vol. 13, pp. 1240–1244.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and Permissions

About this article

Cite this article

Vasilenko, I.A., Shamshin, D.V., Tsytovich, A.V. et al. Acyclic Nucleoside Analogues: III. A Synthesis of New 2′,3′-Dideoxy-2′,3′-Didehydronucleoside Analogues. Russian Journal of Bioorganic Chemistry 30, 547–552 (2004). https://doi.org/10.1023/B:RUBI.0000049771.66752.74

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/B:RUBI.0000049771.66752.74

  • acyclic nucleoside analogues