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17a-acetoxy-16,16-dimethyl-8-aza-D-homogona-1,3,5(10),9(11),13,17-hexaen-12-one, the product of acylotropic rearrangement at interaction of 16,16-dimethyl-8-aza-D-homogona-1,3,5(10),9(11),13-pentaene-12,17a-dione with acetic anthydride

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Abstract

On interaction of 16,16-dimethyl-8-aza-D-homogona-1,3,5(10),9(11),13-pentaene-12, 17a-dione with acetic anhydride acylotropic rearrangement occurs with the formation of a single product, viz. 17a-acetoxy-16, 16-dimethyl-8-aza-D-homogona-1,3,5(10),9(11),-13, 17a-hexaen-12-one. The effect of sodium acetate and of acetic acid concentration on the result of the reaction has been studied. The structure of the product was confirmed by data of elemental analysis, IR, UV,1H, and13C NMR spectroscopy, mass spectrometry, and also X-ray structural analysis.

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Authors
  1. O. V. Gulyakevich
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  2. A. L. Mikhal'chuk
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  3. A. S. Lyakhov
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  4. I. P. Antonevich
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  5. A. A. Govorova
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  6. A. A. Akhrem
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Additional information

Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, Minsk 220141. Scientific Research Institute of Physicochemical Problems, Belarussian State University, Minsk 220080. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1376–1387, October, 1999.

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Gulyakevich, O.V., Mikhal'chuk, A.L., Lyakhov, A.S. et al. 17a-acetoxy-16,16-dimethyl-8-aza-D-homogona-1,3,5(10),9(11),13,17-hexaen-12-one, the product of acylotropic rearrangement at interaction of 16,16-dimethyl-8-aza-D-homogona-1,3,5(10),9(11),13-pentaene-12,17a-dione with acetic anthydride. Chem Heterocycl Compd 35, 1196–1206 (1999). https://doi.org/10.1007/BF02323379

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  • DOI: https://doi.org/10.1007/BF02323379

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