Advertisement

Chemistry of Heterocyclic Compounds

, Volume 15, Issue 2, pp 150–153 | Cite as

IR spectra of diastereomeric (with respect to phosphorus) 2′, 3′-O-alkylphosphonates of nucleosides

  • O. M. Nesterova
  • B. S. Kikot'
  • M. N. Preobrazhenskaya
Article
  • 57 Downloads

Abstract

In a study of the IR absorption spectra of diastereomeric (with respect to phosphorus) 2′,3′-O-alkylphosphonates of nucleosides it was shown that the IR spectra of the diastereomers differ at 820–860 (ΝO-P-O), 1040–1060 (ΝP-O-C), and 1250–1300 cm−1P=O). Higher ΝO=P and ΝP-O-C values and lower ΝO-P-O values are observed for the R isomers (as compared with the S isomers), and this provides a possibility for the determination of the orientation of the P=O group relative to the protons of the phospholane ring in alkylphosphonates of nucleosides by comparison of the spectra of the diastereomers.

Keywords

Phosphorus Organic Chemistry Absorption Spectrum Nucleoside Phospholane 
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.
    I. D. Shingarova, S. Ya. Mel'nik, I. V. Yartseva, A. A. Borisenko, and M. N. Preobrazhenskaya, Bioorg. Khim., 3, 1646 (1977).Google Scholar
  2. 2.
    I. D. Shingarova, S. Ya. Mel'nik (Melnik), and M. N. Preobrazhenskaya, Carbohydr. Res. 65, No. 2, 288 (1978).Google Scholar
  3. 3.
    S. Ya. Mel'nik (Melnik), T. P. Nedorezova, and M. N. Preobrazhenskaya, J. Carbohydrates, Nucleosides, and Nucleotides, 2, 413 (1975).Google Scholar
  4. 4.
    T. P. Nedorezova, S. Ya. Mel'nik, I. V. Yartseva, and M. N. Preobrazhenskaya, Bioorg. Khim., 4, 1058 (1978).Google Scholar
  5. 5.
    D. B. Cooper, T. D. Inch, and G. J. Levis, J. Chem. Soc., Perkin I, 10, 1043 (1974).Google Scholar
  6. 6.
    J. G. Verkade, Phosphorus and Sulfur, 2, 261 (1976).Google Scholar
  7. 7.
    J. P. Majoral and J. Navech, Bull. Soc. Chim. France, 95, 1331, 2609 (1971).Google Scholar
  8. 8.
    M. Kainosho, T. Morofushi, and A. Nakamura, Bull. Chem. Soc. Jpn., 43, 845 (1969).Google Scholar
  9. 9.
    L. G. Thomas and R. A. Chittenden, Spectrochim. Acta, 20, 467 (1964).Google Scholar
  10. 10.
    E. M. Popov, M. I. Kabachnik, and L. S. Mayants, Usp. Khim., 30, 846 (1961).Google Scholar
  11. 11.
    R. A. Nyquist and W. W. Muelder, Spectrochim. Acta, 22, 1563 (1966).Google Scholar
  12. 12.
    G. Zucki, G. Morait, and F. Chizaleu, Rev. Chim., 27, 791 (1976).Google Scholar

Copyright information

© Plenum Publishing Corporation 1979

Authors and Affiliations

  • O. M. Nesterova
    • 1
  • B. S. Kikot'
    • 1
  • M. N. Preobrazhenskaya
    • 1
  1. 1.Oncological Science CenterAcademy of Medical Sciences of the USSRMoscow

Personalised recommendations