Skip to main content
Log in

Novel synthesis of (24R,6E)-24-ethylcholest-6-hydroxyimino-4-en-3-one, a steroidal oxime fromCinachyrella spp. sponges

  • Published:
Chemistry of Natural Compounds Aims and scope

Abstract

(24R,6E)-24-ethylcholest-6-hydroxyimino-4-en-3-one (1), which was isolated previously fromCinachyrella spp. sponges, is synthesized in five steps from β-sitosterol in 30% overall yield.

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

Access this article

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

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. G. B. Elyakov and V. A. Stonik,Steroids of Marine Organisms [in Russian], Nauka, Moscow (1988).

    Google Scholar 

  2. N. V. Kovganko and A. A. Akhrem,Steroids: Ecological Functions [in Russian], Nauka i Tekhnika, Minsk (1990).

    Google Scholar 

  3. A. Aiello, E. Fattorusso, and M. Menna,Steroids,64, 687 (1999).

    Google Scholar 

  4. J. Rodriguez, L. Nunez, S. Peixinho, and C. Jimenez,Tetrahedron Lett.,38, 1833 (1997).

    Google Scholar 

  5. H. L. Holland, S. Kumaresan, L. Tan, and V. C. O. Njar,J. Chem. Soc., Perkin Trans. I, 585 (1992).

  6. F. J. Zeelen,Pharmacochemistry Library, 15: Medicinal Chemistry of Steroids, Elsevier, Amsterdam, Neth. (1990).

    Google Scholar 

  7. N. V. Kovganko and Zh. N. Kashkan,Khim. Prir. Soedin., 771 (1990).

  8. N. V. Kovganko, Zh. N. Kashkan, E. V. Borisov, and E. V. Batura,Khim. Prir. Soedin., 757 (1999).

Download references

Authors

Additional information

Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, Belarus, 220141, Minsk, ul. Akad. Kuprevicha, 5/2. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 149–151, March–April, 2000.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kovganko, N.B., Chernov, Y.G. Novel synthesis of (24R,6E)-24-ethylcholest-6-hydroxyimino-4-en-3-one, a steroidal oxime fromCinachyrella spp. sponges. Chem Nat Compd 36, 189–191 (2000). https://doi.org/10.1007/BF02236428

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02236428

Key words

Navigation