Abstract:
A synthesis of 11, 19-oxidopregn-4-ene-3, 20-dione and 6, 19-oxidopregn-4-ene-3, 11, 20-trione is described starting from pregn-4-ene-3, 11, 20-trione and via the common intermediate 3β, 20β-diacetyloxy-5α-bromo-6, 19-oxidopregnan-11-one, in 30 and 32% yield, respectively. © 1990, Walter de Gruyter. All rights reserved.
Registro:
Documento: |
Artículo
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Título: | An Improved Preparation of ll, 19-Oxidopregn-4-ene-3, 20-dione and 6, 19-Oxidopregn-4-ene-3, 11, 20-trione |
Autor: | Brachet-Cota, A.L.; Burton, G. |
Filiación: | Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, (1428) Buenos Aires, Argentina
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Palabras clave: | 11.19-Oxidopregn-4-ene-3.20-dione; 11.19-Oxidoprogesterone; 6, 19-Oxido-l 1-ketoprogesterone; 6, 19-Oxidopregn-4-ene-3, l 1, 20-trione; Synthesis |
Año: | 1990
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Volumen: | 45
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Número: | 5
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Página de inicio: | 711
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Página de fin: | 716
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DOI: |
http://dx.doi.org/10.1515/znb-1990-0521 |
Título revista: | Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences
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Título revista abreviado: | Z. Naturforsch. Sect. B J. Chem. Sci.
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ISSN: | 09320776
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09320776_v45_n5_p711_BrachetCota |
Referencias:
- Kamata, S., Matsui, T., Haga, N., Nakamura, M., Odaguchi, K., Itoh, T., Shimizu, T., Katoh, G., (1987) J. Med. Chem, 30, p. 1647
- Kagawa, C.M., Van Arman, C.G., (1957) Proc. Soc. Exp. Biol. Med, 94, p. 444
- Allinger, N.L., Yuh, Y.H., (1980) QCPE, 12, p. 395
- Raynaud, J.P., Ojasoo, T., Bouton, M.M., Philibert, D., (1979) Drug Design, 8, p. 169. , E. J. Ariens (ed.):, references cited therein, Academic Press, New York
- Kalvoda, J., Heusler, K., Anner, G., Wettstein, A., (1963) Helv. Chim. Acta, 46, p. 618
- Kalvoda, J., Heusler, K., Anner, G., Wettstein, A., (1963) Helv. Chim. Acta, 46, p. 1017
- Hesse, R., Pechet, M., (1965) J. Org. Chem, 30, p. 1723
- Belleau, B., Gallagher, T.F., (1951) J. Am. Chem. Soc, 73, p. 4458
- Brachet-Cota, A.L., Burton, G., (1988) Z. Naturforsch, 43 b, p. 491
- Heusler, K., Kalvoda, J., (1972) Organic reactions in steroid chemistry, 2, p. 237. , J. Fried and J. A. Edwards (eds):, Van Nostrand Reinhold, NY
- Baran, J.S., (1964) J. Org. Chem, 29, p. 527
- Home, D.A., Jordan, A., (1978) Tetrahedron Lett, p. 1357
- Heusler, K., Kalvoda, J., Meystre, C., Anner, G., Wettstein, A., (1962) Helv. Chim. Acta, 45, p. 2161
Citas:
---------- APA ----------
Brachet-Cota, A.L. & Burton, G.
(1990)
. An Improved Preparation of ll, 19-Oxidopregn-4-ene-3, 20-dione and 6, 19-Oxidopregn-4-ene-3, 11, 20-trione. Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 45(5), 711-716.
http://dx.doi.org/10.1515/znb-1990-0521---------- CHICAGO ----------
Brachet-Cota, A.L., Burton, G.
"An Improved Preparation of ll, 19-Oxidopregn-4-ene-3, 20-dione and 6, 19-Oxidopregn-4-ene-3, 11, 20-trione"
. Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences 45, no. 5
(1990) : 711-716.
http://dx.doi.org/10.1515/znb-1990-0521---------- MLA ----------
Brachet-Cota, A.L., Burton, G.
"An Improved Preparation of ll, 19-Oxidopregn-4-ene-3, 20-dione and 6, 19-Oxidopregn-4-ene-3, 11, 20-trione"
. Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, vol. 45, no. 5, 1990, pp. 711-716.
http://dx.doi.org/10.1515/znb-1990-0521---------- VANCOUVER ----------
Brachet-Cota, A.L., Burton, G. An Improved Preparation of ll, 19-Oxidopregn-4-ene-3, 20-dione and 6, 19-Oxidopregn-4-ene-3, 11, 20-trione. Z. Naturforsch. Sect. B J. Chem. Sci. 1990;45(5):711-716.
http://dx.doi.org/10.1515/znb-1990-0521