(8R,8'R,9S,9'S,13S,13'S,14S,14'S,17S,17'S)-3,3'-((((pyridine-2,6-diylbis(methylene))bis(1H-1,2,3-triazole-1,4-diyl))bis(methylene))bis(oxy))bis(13-methyl-17-((trimethylsilyl)ethynyl)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-ol) | 1047979-53-2

• 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: (8R,8'R,9S,9'S,13S,13'S,14S,14'S,17S,17'S)-3,3'-((((pyridine-2,6-diylbis(methylene))bis(1H-1,2,3-triazole-1,4-diyl))bis(methylene))bis(oxy))bis(13-methyl-17-((trimethylsilyl)ethynyl)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-ol)
• CAS: 1047979-53-2
• 化学式: C₅₉H₇₅N₇O₄Si₂
• 分子量: 1002.46
• InChiKey: RTHGVKALIAMZFP-ZDAHSQITSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.46
• 重原子数：
  72.0
• 可旋转键数：
  10.0
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  133.23
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  (8R,8'R,9S,9'S,13S,13'S,14S,14'S,17S,17'S)-3,3'-((((pyridine-2,6-diylbis(methylene))bis(1H-1,2,3-triazole-1,4-diyl))bis(methylene))bis(oxy))bis(13-methyl-17-((trimethylsilyl)ethynyl)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-ol) 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以86%的产率得到(8R,9S,13S,14S,17R)-17-ethynyl-3-[[1-[[6-[[4-[[(8R,9S,13S,14S,17R)-17-ethynyl-17-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-yl]oxymethyl]triazol-1-yl]methyl]pyridin-2-yl]methyl]triazol-4-yl]methoxy]-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol
  参考文献：
  名称：

  A Straightforward Synthesis of Tetrameric Estrone-Based Macrocycles

  摘要：

  A straightforward approach to macrocycles having four estrone-derived nuclei by the sequential Cu-catalyzed Huisgen azide-alkyne cycloaddition-Glaser-Eglington Cu homocoupling has been developed. Due to its efficiency and simplicity, this sequence is useful for application to different natural product scaffolds.

  DOI：

  10.1021/ol801313g
• 作为产物：
  描述：

  2,6-bis(azidomethyl)pyridine 、 (8R,9S,13S,14S,17S)-13-methyl-3-(prop-2-yn-1-yloxy)-17-((trimethylsilyl)ethynyl)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-ol 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以73%的产率得到(8R,8'R,9S,9'S,13S,13'S,14S,14'S,17S,17'S)-3,3'-((((pyridine-2,6-diylbis(methylene))bis(1H-1,2,3-triazole-1,4-diyl))bis(methylene))bis(oxy))bis(13-methyl-17-((trimethylsilyl)ethynyl)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-ol)
  参考文献：
  名称：

  A Straightforward Synthesis of Tetrameric Estrone-Based Macrocycles

  摘要：

  A straightforward approach to macrocycles having four estrone-derived nuclei by the sequential Cu-catalyzed Huisgen azide-alkyne cycloaddition-Glaser-Eglington Cu homocoupling has been developed. Due to its efficiency and simplicity, this sequence is useful for application to different natural product scaffolds.

  DOI：

  10.1021/ol801313g