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化学学报
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化学学报 ›› 1992, Vol. 50 ›› Issue (1): 72-77. 上一篇    下一篇

研究论文

合理利用甾体皂苷元资源的研究 I: 具有油菜甾醇内酯A/B环结构单元的甾体皂苷元的合成

田伟生   

  1. 中国科学院上海有机化学研究所
  • 发布日期:1992-01-15

Study on the rational utilization of steroidal sapogenin I: Synthesis of sapogenin with the A/B ring structure unit of brassinolide

TIAN WEISHENG   

  • Published:1992-01-15

PDF

608

被引次数

8 | 3

本文提出用薯蓣皂苷元合成油菜甾醇内酯及其类似物的新思想, 从薯蓣皂苷元合成了具有油菜甾醇内酯A/B环结构单元的新甾体皂苷元。作为进一步合成油菜甾醇内酯的重要中间体, 它本身也显示促进植物生长的作用。

关键词: 类似物, 有机合成, 利用, 油菜甾醇内酯, 薯蓣皂苷元, 甾体皂甙

A new sapogenin I was synthesized from diosgenin. Treatment of 3-methanesulfonyloxyspirostan-6-one II (R = H, R1 = b-O3SMe), derived from diosgenin, with LiBr in refluxing DMF yielded II (RR1 = bond) in good yield. The latter compound was transformed into II (R = OH, R1 = a-OH) by catalytic osmylation. In the presence of Na2HPO4, the Baeyer-Villiger reaction of II (R = OH, R1 = a-OH) with CF3CO3H gave I in 42% yield. I had plant growth-promoting activity in the rice-lamina test.

Key words: ANALOGUE, ORGANIC SYNTHESIS, UTILIZATION, BRASSINOLIDE

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