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Steroid analogs without the B ring

Communication 1. Synthesis of 3-ethyl-4-(p-methoxyphenyl)-2-methyl-3-cyclohexene-1-carboxylic acid

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

Conclusions

A new scheme of synthesis was devised for 3-ethyl-4-p-methoxypheny1-2-methy1-3-cyclohexene-1-carboxylic acid — an analog of dehydrodoisynolic acid with a deeyclized ring B —in which the key stage is the diene condensation of 3-ethyl-2-p-methoxyphenyl-1,3-pentadiene with acrylic acid.

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Literature cited

  1. A. H. Nathan and J. A. Hogg, J. Amer. Chem. Soc.,78, 6163 (1956).

    Google Scholar 

  2. G. Pinkus and T. F. Hopkins, Endocrinology,62, 112 (1958).

    Google Scholar 

  3. I. N. Nazarov and V. F. Ryabchenko, Izv. AN SSSR, Otd. khim. n.,1956, 1370.

  4. M. S. Newman, J. Amer. Chem. Soc.,75, 4740 (1953).

    Google Scholar 

  5. R. Heilmann, P. Arnaud, and G. Scheuerbrandt, Bull. Soc. chim., France,1961, 1337.

  6. R. Heilmann, G. de Gaudemaris, and P. Arnaud, Compt. rend.,240, 1542 (1955).

    Google Scholar 

  7. R. Heilmann, G. de Gaudemaris, and P. Arnaud, Compt. rend.,240, 1433 (1955).

    Google Scholar 

  8. R. Mecke and K. Noack, Chem. Ber.,93, 210 (1960).

    Google Scholar 

  9. I. N. Nazarov and M. V. Mavrov, Zh. obshch. khimii,29, 1158 (1959).

    Google Scholar 

  10. V. R. Skvarchenko, Ling Weng-men, and R. Ya. Levina, Zh. obshch. khimii,30, 2141 (1960).

    Google Scholar 

  11. F. Winternitz and C. Balmossiere, Tetrahedron,2, 100 (1958).

    Google Scholar 

  12. T. I. Barkova, I. S. Barkova, I. S. Levina, N. V. Sanzhak, I. B. Sorokina, Yu. A. Titov, A. A. Akhrem, and G. L. Zhdanov, Dokl. AN SSSR,166, 996 (1966).

    Google Scholar 

  13. A. A. Akhrem and A. I. Kuznetsova, Thin-Layer Chromatography [in Russian], Izd. “Nauka,” Moscow (1964).

    Google Scholar 

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Authors and Affiliations

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

    A. A. Akhrem, Yu. A. Titov & I. S. Levina

Authors
  1. A. A. Akhrem
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  2. Yu. A. Titov
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  3. I. S. Levina
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 624–628, March, 1967.

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Akhrem, A.A., Titov, Y.A. & Levina, I.S. Steroid analogs without the B ring. Russ Chem Bull 16, 601–604 (1967). https://doi.org/10.1007/BF00906001

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  • DOI: https://doi.org/10.1007/BF00906001

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