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化学学报
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化学学报 ›› 1994, Vol. 52 ›› Issue (4): 403-411. 上一篇    下一篇

研究论文

猪去氧胆酸化学7.(24R)-24,25-双羟基,(24R,25S)-24,25,26-三羟基和(25R)-25,26-双羟基胆固醇的立体选择性和区域选择性合成

王钟麒;阮奔放   

  1. 中国科学院上海有机化学研究所
  • 发布日期:1994-04-15

Chemistry of hyodeoxycholic acid. 7. stereo- and regio-selective syntheses of (24R)-24,25-dihydroxy-, (24R,25S)-24,25,26-trihydroxy-and(25R)-25,26-dihydrxycholesterol

WANG ZHONGQI;RUAN BENFANG   

  • Published:1994-04-15

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本文报道以猪去氧胆酸甲酯(2a)为原料, 立体选择和区域选择性地合成了维生素D~3代谢产物及类似物的关键中间体(24O)-24,25-双羟基胆固醇(3b),(24O,25, 26-三羟基胆固醇(3c)和(25O)-25,26-双羟基胆固醇(3d).,总收率分别为27,27和38%.

关键词: 代谢物, 立体选择性, 胆酸, 猪去氧胆酸, 胆固醇, 区域选择性

(24R)-24,25-dihydroxycholesterol, (24R,25S)-24,25,26-trihydroxycholesterol, and (25R)-25,26-dihydroxycholesterol were prepared in 27, 27, and 38% yield resp. from Me hyodeoxycholanate. The key steps are stereoselective epoxidn. of the allylic alcohol I and regioselective ring opening process of the epoxy alcohol II.

Key words: METABOLITE, STEREOSELECTIVITY, BILE ACID, HYODEOXYCHOLIC ACID, CHOLESTEROL, REGIOSELECTIVITY

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