THE SYNTHESIS OF (-3-METHOXY-7-ALPHA-ME ANOMETHYL-17-BETA-HYDROXY-1,3,5(10)-ESTRATRIENE())

The titled compound 12 was obtained through seven steps using the comp ound 3 as starting material. Hydrogenated compound 4 obtained from 8 w as cyclized with H2SO4 to the compound 6, hydrogenation of which gave a mixture of the compound 7 and 8. The compound 8 was also secured dir ectly by reduction of 6 with Li and liq. NH3. Deprotection of the comp ound 8 by HCl gave the compound 9 which was oxidized to the compound 1 0. Introducing the methylene group by dimethyl oxosulfonium methylide at 17-ketone in the compound 10 gave the epoxide 11 which was cleavage d to the titled compound 12 by NaCN.