Advertisement

Chemistry of Heterocyclic Compounds

, Volume 10, Issue 12, pp 1477–1480 | Cite as

Analogs of purine nucleosides and purine mono- and polynucleotides

II. Substituted α-(9-purinyl)-γ-butyrolactones
  • S. A. Giller
  • I. N. Getsova
  • I. N. Goncharov
  • L. N. Petrulyanis
  • L. I. Mironova
  • G. F. Nazarova
  • é. I. Bruk
Article

Abstract

Reactions of 6-chloropurine and adenine with α-bromo-γ-butyrolactone gave α-(9-purinyl)-γ-butyrolactones substituted in the 6 position of the purine ring, the reduction of which with sodium borohydride gave the corresponding 6-substituted 9-(1,4-dihydroxy-2-butyl)purines. Amination of α-(6-chloro-9-purinyl)-γ-butyrolactone proceeds primarily with cleavage of the lactone ring.

Keywords

Sodium Organic Chemistry Adenine Purine Nucleoside 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    S. A. Giller, I. N. Goncharova, I. N. Getsova, L. I. Mironova, G. F. Nazarova, é. I. Bruk, and L. N. Petrulyanis, Khim. Geterotsikl. Soedin., 1674 (1974).Google Scholar
  2. 2.
    M. Yu. Lidak, Ya. Ya. Shluke, B. V. Zarinya, and S. E. Poritere, Khim. Geterotsikl. Soedin., 262 (1971).Google Scholar
  3. 3.
    S. A. Giller, R. A. Zhuk, and Ya. G. Nashatyr', Khim. Geterotsikl. Soedin., 557 (1968).Google Scholar
  4. 4.
    M. Miyaki, A. Saito, and B. Shimizu, Chem. Pharm. Bull. Tokyo, 18, 2459 (1970).Google Scholar
  5. 5.
    N. Ueda, T. Kauabata, and K. Takemoto, J. Heterocyclic Chem., 8, 827 (1971).Google Scholar
  6. 6.
    J. E. Livak, E. C. Britton, J. C. Vander Weele, and M. F. Murray, J. Amer. Chem. Soc., 67, 2219 (1945).Google Scholar
  7. 7.
    A. A. Shazhenov, Ch. Sh. Kadyrov, and P. Kurbanov, Khim. Geterotsikl. Soedin., 641 (1972).Google Scholar
  8. 8.
    H. U. Frusk and H. S. Isbell, J. Amer. Chem. Soc., 78, 2844 (1956).Google Scholar

Copyright information

© Plenum Publishing Corporation 1976

Authors and Affiliations

  • S. A. Giller
    • 1
  • I. N. Getsova
    • 1
  • I. N. Goncharov
    • 1
  • L. N. Petrulyanis
    • 1
  • L. I. Mironova
    • 1
  • G. F. Nazarova
    • 1
  • é. I. Bruk
    • 1
  1. 1.Institute of Organic SynthesisAcademy of Sciences of the Latvian SSRRiga

Personalised recommendations