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13C NMR spectra of biologically active compounds. II. 11-Deoxy-16- and 17-aryloxyprostaglandins

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Abstract

The13C NMR spectra of the initial ω-aryloxy chains and the final 16-and 17-aryloxyprostaglandins of the 11-deoxy series have been investigated, and stereochemical assignments have been made for the diastereomeric pairs. A weakening of the diastereotopic effects in the spectra of the 15- and 16-methyl-substituted 16- and 17-phenoxypropstaglandins to 0.1 ppm has been shown.

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Literature cited

  1. A. K. Banerjee, B. J. Broughton, T. S. Burton, et al., Prostaglandins,22, 167 (1982).

    Article  Google Scholar 

  2. G. A. Tolstikov, L. M. Khalikov, A. A. Panasenko, et al., Khim. Prir. Soedin., 314 (1985).

  3. T. Pekhk, T. Vilimyae, and N. Samel, Izv. Akad. Nauk ESSR, Khim.,31, No. 2, 85 (1982).

    Google Scholar 

  4. G. C. Levy, R. L. Lichter, and G. L. Nelson, Carbon-13 Nuclear Magnetic Resonance Spectroscopy, 2nd edn., Wiley-Interscience, New York (1980), p. 338.

    Google Scholar 

  5. G. B. Stothers, Carbon-13 NMR Spectroscopy, Academic Press, New York (1972), p. 559.

    Google Scholar 

  6. E. Pretsh, T. Clerc, J. Siebel, and W. Simon, Tabellen zur Strukturaufklärung Organischer Verbindungen mit Spektroskopischen Methoden, Springer, New York (1966), p. 95.

    Google Scholar 

  7. A. A. Panasenko, L. M. Khalilov, I. M. Salimgareeva, and V. N. Yur'ev, Izv. Akad. Nauk SSSR, Ser. Khim., 938 (1979).

  8. M. Christl, H. J. Reich, and J. D. Roberts, J. Am. Chem. Soc.,93, No. 14, 3463 (1971).

    Article  Google Scholar 

  9. G. A. Tolstikov, N. A. Danilova, and M. S. Miftakhov, in: Synthesis and Investigation of the Prostaglandins. Abstracts of Lectures of the Xth All-Union Conference [in Russian], Riga (1982), p. 54.

  10. N. A. Danilova, G. A. Tolstikov, M. S. Miftakhov, M. I. Lopp, and Yu. E. Lille, Dokl. Akad. Nauk SSSR,273, No. 3, 620 (1983).

    CAS  Google Scholar 

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Institute of Chemistry, Bashkir Branch, Academy of Sciences of the USSR, Ufa. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 610–618, September–October, 1985.

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Tolstikov, G.A., Khalilov, L.M., Panasenko, A.A. et al. 13C NMR spectra of biologically active compounds. II. 11-Deoxy-16- and 17-aryloxyprostaglandins. Chem Nat Compd 21, 570–578 (1985). https://doi.org/10.1007/BF00579054

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  • DOI: https://doi.org/10.1007/BF00579054

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