2,2,2-Trifluoro-1-((S)-1-phenyl-ethylamino)-ethanol | 343261-39-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,2,2-Trifluoro-1-((S)-1-phenyl-ethylamino)-ethanol
• CAS: 343261-39-2
• 化学式: C₁₀H₁₂F₃NO
• 分子量: 219.207
• InChiKey: ORHORWXSOCXKCI-JAVCKPHESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.22
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  32.26
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  羟基丙酮 、 2,2,2-Trifluoro-1-((S)-1-phenyl-ethylamino)-ethanol 在 1-ethyl-3-methyl-1H-imidazolium trifluoromethane-sulfonate 作用下， 反应 336.0h， 以18%的产率得到1,1,1-trifluoro-2,3-dihydroxypentan-4-one
  参考文献：
  名称：

  Synthesis of fluorinated materials catalyzed by proline or antibody 38C2 in ionic liquid

  摘要：

  The utility of reusable ionic liquid-proline (or aldolase antibody 38C2) reaction system, proceeding the aldol reactions, is described. Further. obtained alpha-chloro-beta-hydroxy compounds were transformed to the optically active alpha,beta-epoxy carbonyl compounds. The aldolase antibody 3SC2-ionic liquid system was able to reuse in Michael additions and the reaction of fluoromethylated imines. (C) 2003 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-1139(03)00032-0
• 作为产物：
  描述：

  (S)-(-)- α-甲基苄胺 、 1-乙氧基-2,2,2-三氟乙醇 反应 4.0h， 以98%的产率得到2,2,2-Trifluoro-1-((S)-1-phenyl-ethylamino)-ethanol
  参考文献：
  名称：

  Convenient preparation of 1-(indol-3-yl)-2,2,2-trifluoroethylamines via Friedel–Crafts reaction of α-trifluoroacetaldehyde hemiaminal

  摘要：

  Electrophilic substitution of indole with trifluoroacetaldehyde hemiaminals 1a-f, prepared from primary amines and trifluoroacetaldehyde ethyl hemiacetal (TFAE), proceeds readily in the presence of Lewis acids. Formation of N-alkyl 1-(indol-3-yl)-2,2,2-trifluoroethylamines (2) is preferred in the presence of BF3, but yield of 2,2,2-trifluoroethyl alcohol (3) markedly increases when ZnI2 is used. A stereochemistry study clearly showed that ethylamines 2e and 2f are produced with high diastereoselective excess when the optically active hemiaminals 1e and 1f are used. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-1139(00)00407-3