3-(3,5-bis(trifluoromethyl)phenylamino)propane-1,2-diol | 1226108-91-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(3,5-bis(trifluoromethyl)phenylamino)propane-1,2-diol
• 英文别名: 3-[3,5-Bis(trifluoromethyl)anilino]propane-1,2-diol；3-[3,5-bis(trifluoromethyl)anilino]propane-1,2-diol
• CAS: 1226108-91-3
• 化学式: C₁₁H₁₁F₆NO₂
• 分子量: 303.204
• InChiKey: WSABUMMQVFNZGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  52.5
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  缩水甘油 、 间二(三氟甲基)苯胺 在 tungsten hexa-ethoxide 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以78%的产率得到3-(3,5-bis(trifluoromethyl)phenylamino)propane-1,2-diol
  参考文献：
  名称：

  Tungsten-Catalyzed Regioselective and Stereospecific Ring Opening of 2,3-Epoxy Alcohols and 2,3-Epoxy Sulfonamides

  摘要：

  The first catalytic, highly C3-selective, stereosepecific ring-opening reaction of 2,3-epoxy alcohols and 2,3-epoxy sulfonamides has been accomplished. This process was efficiently promoted by W-salts, and the developed method was applicable to various epoxides with diverse N- and O-nucleophiles affording the products in good to excellent yields (up to 95%) and generally with high regioselectivities (C3:C2 up to >99:1).

  DOI：

  10.1021/ja5029809

文献信息

• Tungsten-Catalyzed Regioselective and Stereospecific Ring Opening of 2,3-Epoxy Alcohols and 2,3-Epoxy Sulfonamides
  作者：Chuan Wang、Hisashi Yamamoto

  DOI：10.1021/ja5029809

  日期：2014.5.14

  The first catalytic, highly C3-selective, stereosepecific ring-opening reaction of 2,3-epoxy alcohols and 2,3-epoxy sulfonamides has been accomplished. This process was efficiently promoted by W-salts, and the developed method was applicable to various epoxides with diverse N- and O-nucleophiles affording the products in good to excellent yields (up to 95%) and generally with high regioselectivities (C3:C2 up to >99:1).