| 摘要 |
1,244,111. Preparation of 17α-dihydroequilenin and -equilin. AMERICAN HOME PRODUCTS CORP. 3 June, 1969 [11 June, 1968], No. 28121/69. Heading C2U. 17α-Dihydroequilenin is prepared by reacting equilenin benzyl or tetrahydropyranyl ether with an aryl sulphonyl hydrazide to give the sulphonyl hydrazone, treating this with LiAlH 4 or an alkyl lithium to give the estra.1,3,5(10),6, 8,16-hexaene 3-ether, oxidizing this with an organic per-acid to give the 16α,17α-epoxy compound, reducing this pentaene with LiAlH 4 to give the 17α-dihydroequilenin 3-ether and deetherifying this. The 3-benzyl ether of 17α- dihydroequilenin may be converted to 17α- dihydroequilin by converting to the 17α-tetrahydropyranyl ether, debenzylating this with hydrogen and a palladium catalyst, reducing the 3-ol with potassium in liquid ammonia and hydrolysing off the tetrahydropyranyl ether group with acid. 17α-Dihydroequilenin may be converted to 17α-dihydroequilin by known methods, e.g. as disclosed in Specification 1,191,816. Equilenin 2-tetrahydropyranyl ether is prepared from the free 3-ol and dihydropyran. |
