Skip to main content
SpringerLink
Log in

Ethylp-(2-methyl-3-oxopropyl)- andp-(2-methyl-3-oxo-1-propenyl)benzoates: preparation and use in the synthesis of biologically active derivatives ofp-(nor-polyprenyl)benzoic acids

  • Chemistry of Natural Compounds and Bioorganic Chemistry
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

Novel ways for preparing the title compounds have been developed. Saturated (1) and unsaturated (2) aldehydoesters, which are easily accessible by a Pd-catalyzed reaction of ethyl 4-bromobenzoate with methallyl alcohol and aldol condensation of ethyl 4-formyl-benzoate with propanal, respectively, are strategically advantageous intermediates for the synthesis. The results of thein vitro assays of some of the synthesized compounds are compared with the known data on their pharmacological effectsin vivo.

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

References

  1. Ger. Offen. DE 3320544;Chem. Abstrs., 1984,101, 7482.

  2. Eur. Pat. Appl. EP 0194693 (A1);Chem. Abstrs., 1989,111, 57300.

    Google Scholar 

  3. Eur. Pat. Appl. EP 0110397 (A2);Chem. Abstrs., 1985,102, 6874.

  4. G. V. Kryshtal', G. M. Zhdankina, and E. P. Serebryakov,Izv. Akad. Nauk, Ser. Khim., 1993, 910 [Russ. Chem. Bull., 1993,42, 866 (Engl. Transl.)].

    Google Scholar 

  5. G. V. Kryshtal', G. M. Zhdankina, and E. P. Serebryakov,Izv. Akad. Nauk, Ser. Khim., 1993, 914 [Russ. Chem. Bull., 1993,42, 870 (Engl. Transl.)].

    Google Scholar 

  6. A. J. Chalk and S. A. Magennis,J. Org. Chem., 1976,41, 1206.

    Google Scholar 

  7. M. Lipp and F. Dallaker,Chem. Ber., 1957,90, 1730.

    Google Scholar 

  8. S. Wattanasin and W. S. Murphy,Synthesis, 1980, 647.

  9. A. N. Orekhov,Am. J. Cardiol., 1990,66, 23–1.

    Google Scholar 

  10. O. Isler, H. Grutman, H. Lindlar, M. Montavon, R. Rügg, G. Ryser, and P. Zeller,Helv. Chim. Acta, 1956,39, 463.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation

    G. V. Kryshtal', G. M. Zhdankina & E. P. Serebryakov

Authors
  1. G. V. Kryshtal'
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. G. M. Zhdankina
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. E. P. Serebryakov
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2126–2129, December, 1993.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kryshtal', G.V., Zhdankina, G.M. & Serebryakov, E.P. Ethylp-(2-methyl-3-oxopropyl)- andp-(2-methyl-3-oxo-1-propenyl)benzoates: preparation and use in the synthesis of biologically active derivatives ofp-(nor-polyprenyl)benzoic acids. Russ Chem Bull 42, 2039–2042 (1993). https://doi.org/10.1007/BF00698894

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00698894

Key words

Search

Navigation