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Synthesis and investigation of the spatial arrangement of the 17β-acetoxy-7α,18-dimethyl-3-methoxy-6-oxaestra-1,3,5(10),8(9)-tetraene

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Abstract

A synthesis was developed of 17β-acetoxy-7α,18-dimethyl-3-methoxy-6-oxaestra-1,3,5(10),8(9)-tetraene. The spatial arrangement of the compound in a crystal and in solution was investigated by means of X-ray diffraction analysis and NMR spectroscopy. The conformation prevailing in solution with the 7α-methyl group in a quasiaxial position corresponds to the structure of the compound in the crystalline state. The presence of a methyl in the 7α position is an important factor governing the osteoprotecting activity of steroids with the similar structure.

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Authors and Affiliations

  1. St. Petersburg State University, St. Petersburg, 198504, Russia

    A. G. Shavva, S. I. Selivanov, G. L. Starova & Sh. N. Abusalimov

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  1. A. G. Shavva
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  2. S. I. Selivanov
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  3. G. L. Starova
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  4. Sh. N. Abusalimov
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Correspondence to A. G. Shavva.

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Original Russian Text © A.G. Shavva, S.I. Selivanov, G.L.Starova, Sh.N. Abusalimov, 2006, published in Zhurnal Organicheskoi Khimii, 2006, Vol. 42, no. 2, pp. 215–222.

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Shavva, A.G., Selivanov, S.I., Starova, G.L. et al. Synthesis and investigation of the spatial arrangement of the 17β-acetoxy-7α,18-dimethyl-3-methoxy-6-oxaestra-1,3,5(10),8(9)-tetraene. Russ J Org Chem 42, 198–205 (2006). https://doi.org/10.1134/S1070428002120072

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  • DOI: https://doi.org/10.1134/S1070428002120072

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