Skip to main content
SpringerLink
Log in

Synthesis and selective alcoholysis of D-hexopyranoside-uronolactones

  • Organic Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    Acetylated lactones of D-hexopyranosideuronic acids with D-galacto and D-manno configurations were synthesized.

  2. 2.

    A selective alcoholysis of acetates of D-hexopyranosideuronolactones was carried out using various alcohols (methyl, benzyl, and allyl alcohols) leading to partially acetylated alkyl-D-hexopyranosideuronates was carried out.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

Literature cited

  1. K. Dax and H. Weidman, Advances Carbohydr. Chem. Biochem.,33, 189 (1976).

    Google Scholar 

  2. H. W. H. Schmidt, Tetrahedron Lett., 235 (1967).

  3. H. Wagner, G. Aurnhammer, H. Danniger, et al., Chem. Ber.,105, 257 (1972).

    PubMed  Google Scholar 

  4. A. Klemer, F. Rohde, and W. Funcke, Carbohydr. Res.,49, C5 (1976).

    Google Scholar 

  5. E. M. Fry, J. Am. Chem. Soc.,77, 3915 (1955).

    Google Scholar 

  6. A. Ya. Chernyak, K. V. Antonov, and N. K. Kochetkov, Bioorgan. Khim.,13, 958 (1987).

    Google Scholar 

  7. T. Ogawa and M. Mitsui, Carbohydr. Res.,62, C1 (1978).

    Google Scholar 

  8. H. Kunz and H. Waldmann, J. Chem. Soc. Chem. Commun., 638 (1985).

  9. F. Erlich and R. Guttmann, Ber.,66, 220 (1933).

    Google Scholar 

  10. A. S. Shashkov, V. I. Grishkovets, and V. Ya. Chirva, Bioorgan. Khim.,8, 1393 (1982).

    Google Scholar 

  11. A. J. Watters, R. C. Hockett, and C. S. Hudson, J. Am. Chem. Soc.,61, 1528 (1939).

    Google Scholar 

  12. V. I. Grishkovets, A. E. Zemlyakov, and V. Ya. Chirva, Khim. Prirodn. Soedin., 429(1983).

  13. M. Stacey and P. I. Wilson, J. Chem. Soc., 587 (1944).

  14. I. Matsunaga and Z. Tamura, Chem. Pharm. Bull,17, 1383 (1969).

    Google Scholar 

  15. A. S. Shaskov, V. I. Grishkovets, A. W. Zemlyakov, and V. Ya. Chirva, Bioorgan. Khim.,10, 88 (1984).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

    A. Ya. Chernyak, L. O. Kononov & K. V. Antonov

Authors
  1. A. Ya. Chernyak
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. L. O. Kononov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. K. V. Antonov
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1660–1667, July, 1988.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Chernyak, A.Y., Kononov, L.O. & Antonov, K.V. Synthesis and selective alcoholysis of D-hexopyranoside-uronolactones. Russ Chem Bull 37, 1475–1482 (1988). https://doi.org/10.1007/BF00962766

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00962766

Keywords

Search

Navigation