Literature cited
Roussel-Uclaf, Belgian Patent 616293; Chem. Abstr.,59, 1714 (1963).
R. F. Hirshman, US Patent 3092623; Chem. Abstr.,59, 12872 (1963).
A. A. Shishkina, T. I. Ivanenko, V. M. Rzheznikov, et al., “Synthesis and properties of condensed heterocyclic derivatives of estra-4,9-dien-17β-ol-3-one,” Khim-Farmats. Zh., No. 1, 7–11 (1974).
L. Velluz, G. Nomine, J. Mathieu, et al., “Agencements steroides trieniques et activite anabolisante,” C. R. Acad. Sci. (Paris),264C, 1396–1401 (1967); H. L. Krüskemper and G. Hoel, “Liver toxicity of a new anabolic agent: methyltrienolone,” Steroids,8, 13–24 (1966).
T. I. Ivanenko, A. A. Shishkina, V. M. Rzheznikov, et al., “Anabolic activity of 9, 10-dehydro-19-nortestosterone derivatives,” Probl. Endokrinol., No. 4, 83–88 (1974).
A. J. Manson and D. Wood, “The preparation of 2-methylen-Δ4-keto steroids,” J. Org. Chem.,32, 3434–3437 (1967).
Yu. A. Titov and I. S. Levina, Reactions and Methods of Investigating Organic Compounds [in Russian], Moscow (1966), p. 542.
N. Bhakka and D. Williams, Applications of NMR in Organic Chemistry [Russian translation], Moscow (1966), p. 243.
A. J. Birch and K. A. M. Walker, “Aspects of catalytic hydrogenation with a soluble catalyst,” J. Chem. Soc. (C), 1894–1895 (1966).
J. Bottin, O. Eisenstein, C. Minot, et al., “Reduction 1,2 ou 1,4 de carbonyles conjuges par les hydrures,” Tetrahedron Lett., No. 30, 3015–3018 (1972).
P. D. Klimstra, US Patent 3423404; Chem. Abstr.,70, 106759 (1969).
K. K. Rivnitsky and I. V. Torgov, “NMR spectra of some transformed steroids,” Tetrahedron,22, 1407–1413 (1966).
G. Snatzke and I. Himmelreich, “Cotton-offekt einiger heterocyclisch substituierter Steroidketone, deren Vorstufen und des Azochromophors,” Ibid.,22, 4337–4355 (1967).
K. Brückner, K. Irmscher, F. Werder, et al., “Reaktionen an 16-methylen-und 16-hydroxymethylen-17-ketosteroiden,” Chem. Ber.,94, 2897–2909 (1961).
S. G. Levine, N. H. Eudy, and C. F. Leffler, “Conformational preference in ring A of 5(10)-unsaturated steroids,” J. Org. Chem.,31, 3995–4002 (1966).
L. Hershberger, E. Shipley, and R. Meyer, “Miotrophic activity of 19-nortestosterone and other steroids determined by modified levator and muscle method,” Proc. Soc. Exp. Biol. (N.Y.),83, 175–178 (1953).
T. I. Ivanenko, A. A. Shishkina, K. K. Pivnitskii, et al., “Miotrophic and androgenic activity of some steroids in dependence on the duration of their action,” Probl. Endokrinol., No. 6, 60–64 (1974).
L. J. Lerner, A. Biauchi, and A. Borman, “A-norprogesterone, an androgen antagonist,” Proc. Soc. Exp. Biol. (N.Y.),103, 172–175 (1960).
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Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 9, No. 9, pp. 10–16, September, 1975.
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Shishkina, A.A., Ivanenko, T.I. & Pivnitskii, K.K. Synthesis and properties of 2-substituted estra-4, 9-dien-17β-ol-3-one derivatives. Pharm Chem J 9, 556–561 (1975). https://doi.org/10.1007/BF00758848
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DOI: https://doi.org/10.1007/BF00758848