(8R,9S,13S,14S)-2-azido-13-methyl-17-oxo-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl (2,2,2-trifluoroethyl) sulfate | 1313434-24-0

• 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: (8R,9S,13S,14S)-2-azido-13-methyl-17-oxo-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl (2,2,2-trifluoroethyl) sulfate
• CAS: 1313434-24-0
• 化学式: C₂₀H₂₂F₃N₃O₅S
• 分子量: 473.473
• InChiKey: YAZIBCGVRBFPSB-QPWUGHHJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.26
• 重原子数：
  32.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  118.43
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (8R,9S,13S,14S)-2-azido-13-methyl-17-oxo-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl (2,2,2-trifluoroethyl) sulfate 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 以95%的产率得到
  参考文献：
  名称：

  Rapid and efficient chemoselective and multiple sulfations of phenols using sulfuryl imidazolium salts

  摘要：

  Phenolic sulfates protected with a trichloroethyl or trifluoroethyl group were rapidly and efficiently obtained by reacting phenols with sulfuryl imidazolium salts in the presence of DBU. Phenolic hydroxyl groups could be sulfated in good yield in the presence of aliphatic hydroxyl groups and multiple sulfations were also readily achieved. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.04.080
• 作为产物：
  描述：

  TFE*OTf 、 (8R,9S,13S,14S)-2-azido-3-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 以89%的产率得到(8R,9S,13S,14S)-2-azido-13-methyl-17-oxo-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl (2,2,2-trifluoroethyl) sulfate
  参考文献：
  名称：

  Rapid and efficient chemoselective and multiple sulfations of phenols using sulfuryl imidazolium salts

  摘要：

  Phenolic sulfates protected with a trichloroethyl or trifluoroethyl group were rapidly and efficiently obtained by reacting phenols with sulfuryl imidazolium salts in the presence of DBU. Phenolic hydroxyl groups could be sulfated in good yield in the presence of aliphatic hydroxyl groups and multiple sulfations were also readily achieved. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.04.080