(20R,22R)-2β,3β,14,20,22,25-hexakis-(trimethylsilanyloxy)-5β-cholest-7-en-6-one | 54289-60-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (20R,22R)-2β,3β,14,20,22,25-hexakis-(trimethylsilanyloxy)-5β-cholest-7-en-6-one
• 英文别名: 2,3,14,20,22,25-hexakis-O-(trimethylsilyl)-20-hydroxyecdysone；(20R,22R)-2β,3β,14α,20,22,25-hexakis(trimethylsilyloxy)-5β-cholest-7-en-6-one；(2S,3R,5R,9R,10R,13R,14S,17S)-10,13-dimethyl-17-[(2R,3R)-6-methyl-2,3,6-tris(trimethylsilyloxy)heptan-2-yl]-2,3,14-tris(trimethylsilyloxy)-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
• CAS: 54289-60-0
• 化学式: C₄₅H₉₂O₇Si₆
• 分子量: 913.734
• InChiKey: WXGDHNYSTXLPCD-ITMSWTMISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.01
• 重原子数：
  58
• 可旋转键数：
  17
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (20R,22R)-2β,3β,14,20,22,25-hexakis-(trimethylsilanyloxy)-5β-cholest-7-en-6-one 生成 蜕皮激素
  参考文献：
  名称：

  A facile route to 20-hydroxyecdysone and side chain homologues from poststeron

  摘要：

  A flexible approach to ecdysteroids, chain elongated at C-26 and C-27, is reported. Key features are the addition of 5-lithio 2,3-dihydrofurans (3) to poststeron (10) and a stereoselective reduction of the 22-00 group.

  DOI：

  10.1016/s0040-4020(01)80901-7
• 作为产物：
  描述：

  三氟甲磺酸三甲基硅酯 、 蜕皮激素 在 2,6-二甲基吡啶 作用下， 以 四氢呋喃 为溶剂， 以86%的产率得到(20R,22R)-2β,3β,14,20,22,25-hexakis-(trimethylsilanyloxy)-5β-cholest-7-en-6-one
  参考文献：
  名称：

  A facile route to 20-hydroxyecdysone and side chain homologues from poststeron

  摘要：

  A flexible approach to ecdysteroids, chain elongated at C-26 and C-27, is reported. Key features are the addition of 5-lithio 2,3-dihydrofurans (3) to poststeron (10) and a stereoselective reduction of the 22-00 group.

  DOI：

  10.1016/s0040-4020(01)80901-7

文献信息

• ——
  作者：V. N. Odinokov、R. G. Savchenko、S. R. Nazmeeva、I. V. Galyautdinov、L. M. Khalilov

  DOI：10.1023/a:1021377207689

  日期：——

  A new method was developed for trimethylsilylation of alcohols by the reactions with (trifluoromethyl)trimethylsilane in the presence of tetrabutylammonium fluoride. The reactions of ecdysteroids (20-hydroxyecdysone, its 20,22-mono- and 2,3:20,22-diacetonides, and polypodine B) and carbohydrates (D-gluco-, D-galacto-, and D-xylopyranoses) afforded the corresponding persilylated derivatives.