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.
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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).
M. Yu. Lidak, Ya. Ya. Shluke, B. V. Zarinya, and S. E. Poritere, Khim. Geterotsikl. Soedin., 262 (1971).
S. A. Giller, R. A. Zhuk, and Ya. G. Nashatyr', Khim. Geterotsikl. Soedin., 557 (1968).
M. Miyaki, A. Saito, and B. Shimizu, Chem. Pharm. Bull. Tokyo, 18, 2459 (1970).
N. Ueda, T. Kauabata, and K. Takemoto, J. Heterocyclic Chem., 8, 827 (1971).
J. E. Livak, E. C. Britton, J. C. Vander Weele, and M. F. Murray, J. Amer. Chem. Soc., 67, 2219 (1945).
A. A. Shazhenov, Ch. Sh. Kadyrov, and P. Kurbanov, Khim. Geterotsikl. Soedin., 641 (1972).
H. U. Frusk and H. S. Isbell, J. Amer. Chem. Soc., 78, 2844 (1956).
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See [1] for communication I.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1680–1683, December, 1974.
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Giller, S.A., Getsova, I.N., Goncharov, I.N. et al. Analogs of purine nucleosides and purine mono- and polynucleotides. Chem Heterocycl Compd 10, 1477–1480 (1974). https://doi.org/10.1007/BF00474334
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DOI: https://doi.org/10.1007/BF00474334