化学学报 ›› 1993, Vol. 51 ›› Issue (6): 612-618. 上一篇    下一篇

研究论文

猪去氧胆酸化学 8:锇催化不对称双羟化合成 (24R,25R)-24,25,26-三羟基胆固醇

阮奔放;王钟麒   

  1. 中国科学院上海有机化学研究所
  • 发布日期:1993-06-15

Chemistry of hyodeoxycholic acid.8.stereoselective synthesis of (24R,25R) -24,25,26-trihydr(xycholesterol by using osmium-catalyzed asymmetric dihydroxylation of olefine

RUAN BENFANG;WANG ZHONGQI   

  • Published:1993-06-15

本文报道应用锇催化不对称双羟化对甾体化合物侧链三取代双键的反应合成得光学纯3a和3b,(3a:3b=6.5:1),收率分别为71%和11%.从3a经五步反应合成新的维生素D~3类似物的关键中间体(24R,25R)-24,25,26-三羟基胆固醇(10).

关键词: 胆甾醇, 立体选择性, 锇, 维生素D3, 猪去氧胆酸, 羟基化合物, 合成药, 骨质疏松症, 不对称反应

A stereoselective synthesis of (24R,25R)-2425,26-trihydroxycholesterol, which is an important intermediate for the synthesis of vitamin D3 analog, through 7 steps, from I (R = H) was reported. The key step is osmium-catalyzed asym. dihydroxylation of compound I (R = 4-ClC6H4CO). The total yield is 40%.

Key words: CHOLESTEROL, STEREOSELECTIVITY, OSMIUM, VITAMIN D3, HYODEOXYCHOLIC ACID, HYDROXYL COMPOUNDS

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