| 摘要 |
The invention comprises steroids of the structure <FORM:1010051/C2/1> wherein R is hydrogen, a substituted or unsubstituted alkyl group or an acyl group, R1 is an alkyl group of 2 or more carbon atoms, X is a carbonyl or ketalized carbonyl group and the hydrogen atoms H and group R1 at the junctions in ring C are in the trans-anti-trans configuration; the preparation of the compounds wherein R is hydrogen or substituted or unsubstituted alkyl by reducing corresponding steroids of the structure <FORM:1010051/C2/2> (wherein ring C contains an ethylenic bond terminating at 9-position, the C, D-ringjunction is in the trans-configuration, and the hydrogen atom at the 8-position where present is anti to that at the 14-position) by means of an alkali metal in liquid ammonia; the preparation of all the compounds I by reducing corresponding steroids of the structure <FORM:1010051/C2/3> of similar configuration to compounds II, by catalytic hydrogenation; the preparation of the 17-ketones by oxidizing the corresponding 17-ols or deketalizing the corresponding 17ketals; the preparation of the compounds, wherein R is a substituted or unsubstituted alkyl group by oxidizing corresponding steroids of the structure <FORM:1010051/C2/4> (where X is an hydroxymethylene or ketalized carbonyl group); the preparation of the compounds wherein R is hydrogen by dealkylation of the corresponding compounds wherein R is alkyl; and the preparation of the 3-acylates by acylating the 3-ols. The above structures include all states of resolution except the resolved 13a -enantiomers. 3-Ols may be alkylated and 3-acylates hydrolysed. Examples are given. (/sB) - 8 - Dehydro - 18 - nor - 13b - n - propyloestrone 3 - methyl ether 17 - ethyleneketal is prepared by ketalizing (/sB) 8,14-bisdehydro-18-nor-13-n-propyloestrone methyl ether to give (/sB)-8, 14 - bis - dehydro - 18 - nor - 13 - n - propyloestrone 3-methyl ether 17-ethylene ketal and catalytically hydrogenating this. (/sB) - 9 - Dehydro - 18 - nor - 13b - n - propyloestrone is prepared by reacting 2-n-propylcyclopentane - 1,3 - dione with 1 - diethylamino - 6-m - hydroxyphenyl - hexan - 3 - one to give 2 - (61 - m - hydroxyphenyl - 31 - oxohexyl) - 2 - n-propylcyclopentane - 1,3 - dione, cyclodehydrating this to give (/sB)-,14-bisdehydro-18-nor-13-n-propyloestrone, catalytically hydrogenating this to (/sB)-8-dehydro-18-nor-13b -n-propyloestrone and isomerizing this. Specifications 975,591, 975,596, 991,592, 991,594, 1,010,052, 1,010,053, 1,010,054 and 1,010,055 are referred to. |
