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Some transformations of α-D-glucose (cholesteryl orthoacetate) under the conditions of the orthoester method of synthesizing glycosides

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Summary

1. The transformation of α-D-glucose (cholesteryl orthoacetate) has been studied under various conditions of glycosylation by the orthoester method.

2. It has been shown that cholesteryl acetate is formed from glucose (cholesteryl orthoacetate).

3. It has been established that under the conditions of the orthoester method for the glycosylation of cholesterol dicholesteryl ether can be obtained both from glucose (cholesteryl orthoacetate) and by the dehydration of cholesterol.

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Literature cited

  1. G. B. Elyakov, N. I. Uvarova, O. E. Mislitskaya, L. M. Antonik, and I. V. Dardymov, Khim.-Farmats. Zh., No. 6, 5 (1969).

  2. N. I. Uvarova, G. I. Oshitok, V. V. Isakov, A. K. Dzizenko, and G. B. Elyakov, Khim. Prirodn. Soedin., 842 (1971).

  3. V. V. Isakov, A. K. Dzizenko, N. I. Uvarova, G. I. Oshitok, and G. B. Elyakov, Khim. Prirodn. Soedin., 78 (1972).

  4. G. B. Elyakov, N. I. Uvarova, and G. I. Oshitok, Khim.-Farmats. Zh., No. 10, 7 (1971).

  5. N. I. Uvarova, G. I. Oshitok, V. V. Isakov, A. K. Dzizenko, and G. B. Elyakov, Dokl. Akad. Nauk SSSR,22, 368 (1972).

    Google Scholar 

  6. A. Ya. Khorlin, A. F. Bochkov, and N. K. Kochetkov, Khim. Prirodn. Soedin., 6 (1966).

  7. N. K. Kochetkov, A. Ya. Khorlin, and A. F. Bochkov, Tetrahedron,23, No. 2, 693 (1967).

    Article  CAS  Google Scholar 

  8. N. K. Kochetkov, A. F. Bochkov, T. A. Sokolovskaya, and V. I. Snyatkova, Carbohyd. Res.,16, 17 (1971).

    Article  CAS  Google Scholar 

  9. A. F. Bochkov, V. I. Snyatkova, and N. K. Kochetkov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 12, 2684 (1967).

  10. N. K. Kochetkov, A. F. Bochkov, and T. A. Sokolovskaya, Dokl. Akad. Nauk SSSR,187, 96 (1969).

    CAS  Google Scholar 

  11. A. F. Bochkov, T. A. Sokolovskaya, and N. K. Kochetkov, Izv. Akad. Nauk SSSR, Ser. Khim.,7, 1570 (1968).

    Google Scholar 

  12. Houben-Weyl, Methoden der Organische Chemie, Band VI/3, Stuttgart (1965), p. 295.

  13. H. Meerwein, P. Borner, O. Fuchs, H. Jürgen Sasse, H. Schrodt, and J. Spille, Chem. Ber.,89, 2060 (1956).

    Article  CAS  Google Scholar 

  14. H. Meerwein, K. Bodenbenner, P. Borner, F. Kunert, and K. Wunderlich, Ann. Chem.,632, 38 (1960).

    Article  CAS  Google Scholar 

  15. A. I. Bashkatova, V. N. Volynskaya, G. V. Smirnova, V. I. Shvets, and R. P. Evstigneeva, Zh. Obshch. Khim.,42, 543 (1972).

    Google Scholar 

  16. G. Wulff, G. Röhle, and U. Schmidt, Chem. Ber.,105, 1111 (1972).

    Article  CAS  Google Scholar 

  17. G. Wulff and W. Krüger, Carbohyd. Res.,19, 139 (1971).

    Article  Google Scholar 

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Authors
  1. N. I. Uvarova
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  2. G. I. Oshitok
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  3. N. F. Samoshina
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  4. G. B. Elyakov
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Additional information

Pacific Ocean Institute of Bioorganic Chemistry, Far-Eastern Scientific Center, Academy of Sciences of the USSR. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 460–463, July–August, 1974.

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Uvarova, N.I., Oshitok, G.I., Samoshina, N.F. et al. Some transformations of α-D-glucose (cholesteryl orthoacetate) under the conditions of the orthoester method of synthesizing glycosides. Chem Nat Compd 10, 466–469 (1974). https://doi.org/10.1007/BF00563809

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  • DOI: https://doi.org/10.1007/BF00563809

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