ethyl 4,4,4-trifluoro-2-hydroperoxy-2-phenethylbutanoate | 615577-15-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 4,4,4-trifluoro-2-hydroperoxy-2-phenethylbutanoate
• 英文别名: Ethyl 4,4,4-trifluoro-2-hydroperoxy-2-(2-phenylethyl)butanoate；ethyl 4,4,4-trifluoro-2-hydroperoxy-2-(2-phenylethyl)butanoate
• CAS: 615577-15-6
• 化学式: C₁₄H₁₇F₃O₄
• 分子量: 306.282
• InChiKey: IXGSSKGAABNDPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  ethyl 4,4,4-trifluoro-2-hydroperoxy-2-phenethylbutanoate 在 palladium on activated charcoal 氢气 作用下， 生成 ethyl 4,4,4-trifluoro-2-hydroxy-2-phenethylbutanoate
  参考文献：
  名称：

  Radical-mediated hydroxytrifluoromethylation of α,β-unsaturated esters

  摘要：

  Treatment of alpha,beta-unsaturated esters with trifluoromethyl iodide and triethylborane in the presence of KF and H2O gave the corresponding hydroxytrifluoromethylated esters. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01783-0
• 作为产物：
  描述：

  2-碘代乙基苯 在 氧气 potassium fluoride 、 三乙基硼 、 水 、 sodium hydride 作用下， 以 四氢呋喃 、 正己烷 、 二甲基亚砜 为溶剂， 反应 10.5h， 生成 ethyl 4,4,4-trifluoro-2-hydroperoxy-2-phenethylbutanoate
  参考文献：
  名称：

  Radical-mediated hydroxyalkylation of α,β-unsaturated esters

  摘要：

  The radical-mediated hydroxyalkylation of alpha,beta-unsaturated esters with alkyl iodides, trialkylborane, water and KF in THF gave the corresponding alpha-hydroxy esters. The synthetic advantage of the method was demonstrated by a short-step total synthesis of (+/-)-tanikolide. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.08.039

文献信息

• Radical-mediated hydroxyalkylation of α,β-unsaturated esters
  作者：Tomoko Yajima、Chiaki Saito、Hajime Nagano

  DOI：10.1016/j.tet.2005.08.039

  日期：2005.10

  The radical-mediated hydroxyalkylation of alpha,beta-unsaturated esters with alkyl iodides, trialkylborane, water and KF in THF gave the corresponding alpha-hydroxy esters. The synthetic advantage of the method was demonstrated by a short-step total synthesis of (+/-)-tanikolide. (c) 2005 Elsevier Ltd. All rights reserved.
• Radical-mediated hydroxytrifluoromethylation of α,β-unsaturated esters
  作者：Tomoko Yajima、Hajime Nagano、Chiaki Saito

  DOI：10.1016/s0040-4039(03)01783-0

  日期：2003.9

  Treatment of alpha,beta-unsaturated esters with trifluoromethyl iodide and triethylborane in the presence of KF and H2O gave the corresponding hydroxytrifluoromethylated esters. (C) 2003 Elsevier Ltd. All rights reserved.