(2S,3R,5R,9R,10R,13R,14S,17S)-17-(1-((S)-5-butyl-5-methyl-4,5-dihydrofuran-2-yl)-1-hydroxyethyl)-10,13-dimethyl-2,3,14-tris((trimethylsilyl)oxy)-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta[a]phenanthren-6-one | 135024-07-6

• 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: (2S,3R,5R,9R,10R,13R,14S,17S)-17-(1-((S)-5-butyl-5-methyl-4,5-dihydrofuran-2-yl)-1-hydroxyethyl)-10,13-dimethyl-2,3,14-tris((trimethylsilyl)oxy)-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta[a]phenanthren-6-one
• CAS: 135024-07-6
• 化学式: C₃₉H₇₀O₆Si₃
• 分子量: 719.238
• InChiKey: IFUUTMZWXFGAIV-PKQLAYJGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.77
• 重原子数：
  48.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  74.22
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (2S,3R,5R,9R,10R,13R,14S,17S)-17-(1-((S)-5-butyl-5-methyl-4,5-dihydrofuran-2-yl)-1-hydroxyethyl)-10,13-dimethyl-2,3,14-tris((trimethylsilyl)oxy)-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta[a]phenanthren-6-one 在 manganese(IV) oxide 、 二异丁基氢化铝 作用下， 生成 (20R,22R,25S)-22-hydroxy-26-propyl-2β,3β,14,20,25-pentakis-(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
• 作为产物：
  描述：

  (2β,3β,5β,14xi)-2,3,14-三羟基孕-7-烯-6,20-二酮 在 2,6-二甲基吡啶 、 正丁基锂 、 四甲基乙二胺 作用下， 以 四氢呋喃 为溶剂， 生成 (2S,3R,5R,9R,10R,13R,14S,17S)-17-(1-((S)-5-butyl-5-methyl-4,5-dihydrofuran-2-yl)-1-hydroxyethyl)-10,13-dimethyl-2,3,14-tris((trimethylsilyl)oxy)-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta[a]phenanthren-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