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Etynodiol diacetate
Ethynodiol diacetate (INN; sold as Continuin, Femulen, Luteonorm, Luto-Metrodiol, and Metrodiol), or ethynodiol diacetate (USAN, BAN), is a steroidal progestin which is used as a hormonal contraceptive. Relative to other 19-nortestosterone derivatives, it has relatively little or no potency as an androgen, and also unlike most progestins in general, has significant estrogenic effects.〔
==Synthesis==
Reduction of norethindrone (1) affords the 3,17-diol. The 3β-hydroxy compound is the desired product; since reactions at C-3 do not show nearly the stereoselectivity as those at C-17 by virtue of the relative lack of stereo-directing proximate substituents, the formation of the desired isomer is engendered by use of a bulky reducing agent, Lithium tri-tert-butoxyaluminum hydride. Acetylation of the 3β,17β-diol affords Etynodiol diacetate (3), one of the most potent oral progestins.〔
抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』
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