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- W2795431397 abstract "New 7a- and 7b-methyl-19-nortestosterone derivatives bearing nicotinic, 2-chloronicotinic and pyrazinecarboxylic acids fragments at C-17 have been prepared. The key intermediate, 19-nor-6-dehydrotestosterone acetate, was synthesized from solasodine. A copper (II) acetate catalyzed 1,6-conjugate addition of methylmagnesium iodide to 19-nor6-dehydrotestosterone acetate led to a mixture of 17b-acetoxy-7a-methylestr-4-en-3-one as major product and its 7b-isomer. Methanolysis and subsequent acylation of the resulting compounds with 2-chloronicotinoyl chloride, nicotinoyl chloride and pyrazinecarbonyl chloride gave the corresponding target 17b-(2-chloronicotinoyloxy)-7a-methylestr-4-en-3-one, 17b-(2-chloronicotinoyloxy)-7b-methylestr-4-en-3-one, 17b-nicotinoyloxy-7a-methylestr-4-en-3-one, 17b-pyrazinecarbonyloxy-7a-methylestr-4-en-3-one." @default.
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- W2795431397 date "2018-03-06" @default.
- W2795431397 modified "2023-09-25" @default.
- W2795431397 title "SYNTHESIS OF 2-CHLORONICOTINATES, NICOTINATE AND PIRAZINOATE OF 7-SUBSTITUTED 19-NORTESTOSTERONES" @default.
- W2795431397 doi "https://doi.org/10.29235/1561-8331-2018-54-1-80-86" @default.
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