| 摘要 |
PURPOSE:To obtain the titled optically active compound useful as pharmaceuticals on an industrial scale at a low cost, without necessitating optical resolution, by using 2,6,10,14-(6R,10R)-tetramethyl-2-pentadecene as a raw material via 3 kinds of novel intermediates, etc., through 7 steps. CONSTITUTION:The (6R,10R)-compound of formula I is made to react with t-butyl hydroperoxide in the presence of SeO2 to obtain the (6R,10R)-compound of formula II, which is subjected to enantioselective oxidation to obtain the novel substance of formula III. The substance is converted to a novel (2R,6R,10 R)-compound of formula IV by reductive ring-opening and the product is stereoselectively dehydrated and cyclized to obtain a novel substance of formula V. The compound is condensed with the compound of formula VI and the resultant compound of formula VII is oxidized with an oxidizing agent simultaneous to the removal of protecting group of hydroxyl group on the mother nucleus. Finally, the obtained d-alpha-compound of formula VIII is cyclized to obtain the objective compound of formula IX at a low cost without necessitating optical resolution process which causes remarkable lowering of yield. |
