| 摘要 |
1,188,596. 7α,8α-Epoxysteroids. AYERST, McKENNA & HARRISON Ltd. 8 Feb., 1968 [14 Feb., 1967], No. 6349/68. Heading C2U. Novel compounds of formula wherein R is hydrogen or C 2-4 aliphatic acyl, R<SP>1</SP> is hydrogen, C 1-8 alkyl, C 5-7 cycloalkyl, tetrahydropyranyl, acyl, or X+-OSO 2 - (where X+ is an inorganic cation or a protonated organic base) and Y is C 1-4 alkyl, C 2-4 alkenyl, C 2-4 alkynyl, 2<SP>1</SP>-furyl, 3<SP>1</SP>-furyl, 21-thienyl, or 3<SP>1</SP>-thienyl, are prepared from the corresponding novel 17-oxo-compounds, wherein R<SP>1</SP> is hydrogen, C 1-8 alkyl, C 5-7 cycloalkyl or tetrahydropyranyl, by treatment with an appropriate organo-alkali metal compound or Grignard reagent, optionally followed, when R<SP>1</SP> is hydrogen, by 3- (or 3,17-) esterification or treatment with chlorosulphonic acid and organic and/or inorganic base to obtain the 3-sulphate esters. The compound 7α,8α- epoxy - 17α - ethynyl - estra - 1,3,5(10) - triene- 3,17#-diol and its 3-ethers of Formula I are alternatively prepared from 17α-ethynyl-estra- 1,3,5(10),7-tetraene-3,17#-diol or its 3-ethers by treatment with a peracid. The aforementioned 17-oxo-compounds are prepared from equilin or appropriate 3-ethers thereof by reaction with a peracid, the equilin 3-ethers being in turn obtained from equilin by known procedures. Interconversions of compounds of Formula I described include various 3 and/or 17 acylations and deacylations and 3-etherifications and de-etherifications, as well as the hydrogenation of a 17α-ethynyl group successively to a vinyl and ethyl group. The compounds of Formula I are stated to be implantation inhibitors and may be incorporated with acceptable carriers or diluents into pharmaceutical compositions suitable for oral and parenteral administration. |
