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Monosaccharides

Communication 13. Synthesis of 4-amino-4-desoxy sugars

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

It was shown on the example of N-acetyl-D-glucosamine that amino sugars react with carbomethoxymethylenetriphenylphosphoranes to yield higher unsaturated aminoaldonic acids. The obtained unsaturated aminoaldonic acids are of great interest for the synthesis of natural 4-amino-4-desoxy sugars.

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Literature cited

  1. R. W. Wheat, E. L. Rollins, and J. M. Leatherwood, Biochem. Biophys. Res. Comm.,9, 120 (1962).

    Google Scholar 

  2. C. L. Stevens, P. Blumbergs, and E. A. Daniher, J. Amer. Chem. Soc.,85, 1552 (1963).

    Google Scholar 

  3. C. L. Stevens, P. Blumbergs, D. H. Otterbach, J. L. Strominger, M. Matsuhashi, and D. Dietzler, J. Amer. Chem. Soc.,88, 2937 (1966).

    Google Scholar 

  4. Y. Suhara, K. Maeda, and H. Umezawa, Tetrahedron Letters,1966, 1239.

  5. H. Yonehara and N. Otake, Tetrahedron Letters,1966, 3785.

  6. C. L. Stevens, G. E. Gutowski, K. J. Taylor, and C. P. Bryant, Tetrahedron Letters,1966, 5717.

  7. Chi-Hang Lee and C. P. Schaffner, Tetrahedron Letters,1966, 5837.

  8. C. L. Stevens, P. Blumbergs, and D. H. Otterbach, J. Organ. Chem.,31, 2817 (1966).

    Google Scholar 

  9. C. L. Stevens, P. Blumbergs, F. Daniher, and D. H. Otterbach, J. Organ., Chem.,31, 2822 (1966).

    Google Scholar 

  10. N. K. Kochetkov and B. A. Dmitriev, Tetrahedron,21, 803 (1965).

    Google Scholar 

  11. N. K. Kochetkov and B. A. Dmitriev, Izv. AN SSSR, ser. khim.,1966, 274.

  12. N. Buggett, K. W. Buck, A. B. Foster, and J. M. Webber, J. Chem. Soc.,1965, 3401.

  13. H. G. Fletcher, R. L. Whistler, and J. N. Bemiller, Methods Carbohydrates Chem.,1, 77, 79 (1962).

    Google Scholar 

  14. R. Kuhn and G. Baschang, Liebigs Ann. Chem.,636, 164 (1960).

    Google Scholar 

  15. N. K. Kochetkov and B. A. Dmitriev, Izv. AN SSSR, ser. khim.,1964, 669.

  16. N. K. Kochetkov and B. A. Dmitriev, Izv. AN SSSR, ser. khim.,1965, 1405.

  17. O. Isler, H. Guttmann, M. Montavon, G. Rysler, and P. Zeller, Helv. chim. acta,40, 1242 (1957).

    Google Scholar 

  18. L. D. Bergel'son, É. V. Dyatlovitskaya, and M. M. Shemyakin, Izv. AN SSSR, Otd. khim. n.,1963, 506.

  19. M. Bergmann and L. Zervas, Biochem. Z.,203, 280 (1928).

    Google Scholar 

  20. W. Roth and W. Pigman, J. Amer. Chem. Soc.,82, 4608 (1960).

    Google Scholar 

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Authors and Affiliations

  1. Institute of Chemistry of Natural Compounds, Academy of Sciences of the SSSR, USSR

    B. A. Dmitriev & N. K. Kochetkov

Authors
  1. B. A. Dmitriev
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  2. N. K. Kochetkov
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2483–2490, November, 1967.

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Dmitriev, B.A., Kochetkov, N.K. Monosaccharides. Russ Chem Bull 16, 2365–2370 (1967). https://doi.org/10.1007/BF00911846

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  • DOI: https://doi.org/10.1007/BF00911846

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