Verfahren zur Herstellung von Steroiden

摘要

1,198,146. 21-Ethers of 21-hydroxy-#16-20- keto-pregnane compounds. UPJOHN CO. 24 Aug., 1967 [26 Sept., 1966], No. 57914/69. Divided out of 1,198,145. Heading C2U. Novel steroids of the formula (wherein the 1(2), 3(4), 4(5), 5(6), 6(7) and 9(11) carbon atom linkages may be single or double bonds; E is tetrahydropyranyl, tetrahydrofuranyl or -(R3)(OR4)-CH.R1.R2 in which R4 is alkyl, haloalkyl, nitroalkyl, alkenyl, cycloalkyl, aryl, aralkyl, haloaryl, haloaralkyl or nitroaryl of 1-24 carbon atoms, and R1, R2 and R3 have the same meanings as R4 or are H; V is H or OH; W is H, CH 3 , Cl or F; Y is CH(α- or #-OH) or an acylate thereof, or a C 1-6 alkyl ether if there is a #3 double bond, or is CO or an alkylene ketal thereof derived from a glycol HO(CH 2 ) n .C(R1) 2 .(CH 2 ) n OH in which n is zero, 1 or 2 and R1 is H or C 1-5 alkyl, and when Y is CO there may be single or double bonds in the 1(2), 4(5), 5(6), 6(7) and 9(11) positions; and Z is CH 2 , CH(α- or #-OH) or CO, and when W in position 9 is Cl or F, Z may also be CHCI or CHF) are prepared by dehydration of the corresponding 20-hydroperoxy steroids, prepared as described in Specification 1,198,145. The 20- hydroperoxysteroids need not be isolated. Dehydration is effected, for example, with acetic anhydride and pyridine. Hydrolysis of the 21- ethers of the invention furnishes the free 21-ols. The steroids of the invention, which are stated to possess anti-inflammatory activity, may be made up into pharmaceutical compositions with suitable carriers.