Journal of the Chemical Society. Perkin transactions I p. 2331 - 2334 (1994)
Update date:2022-08-05
Topics:
Bijoy, Panicker
Ramachandran, Uma
Rao, G. S. R. Subba
Birch reduction of 8,9-didehydroestradiol-17β 3-methyl ether 1 or 9(11)-didehydroestradiol-17β 3 methyl ether 2 followed by acid hydrolysis results in a mixture of 19-nortestosterone 8 and 19-nor-9β,10α-testosterone 9 in varying amounts.However, reduction of their acetates with sodium or lithium, tert-butyl alcohol in liquid ammonia and in the presence of aniline affords exclusively 19-nortestosterone.Similarly, 18α-homo-19-nortestosterone 12 is prepared from the acetate of 18α-homoestradiol-17β 3 methyl ether, 10.
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Doi:10.1002/jps.2600630912
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