
Steroids p. 268 - 271 (1995)
Update date:2022-08-12
Topics:
Veleiro
Nevado
Monteserin
Burton
The 21-hydroxy analogues of 11,19-oxidoprogesterone and 6,19-oxidoprogesterone have been synthesized from readily available materials. Hydroxylation at C-21 was effected with iodosobenzene (from phenyliodosodiacetate and methanolic potassium hydroxide) on a 20-ketopregnane. For the 11,19-oxido derivative, the hydroxylation was carried out on a precursor containing the oxido-bridge. This approach was not adequate for the 6,19-oxido steroid due to the very low yields encountered; hence in the latter case the order of introduction of the C-21 functionality and the oxido-bridge was reversed.
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Doi:10.1021/ja01223a013
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(2019)Doi:10.1039/d0ra09737c
(2021)Doi:10.1002/ardp.19743071014
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(2018)Doi:10.1016/S0040-4039(99)00626-7
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