2-oxo-2-(4-(trifluoromethyl)phenyl)ethyl pivalate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-oxo-2-(4-(trifluoromethyl)phenyl)ethyl pivalate
• 英文别名: [2-Oxo-2-[4-(trifluoromethyl)phenyl]ethyl] 2,2-dimethylpropanoate
• 化学式: C₁₄H₁₅F₃O₃
• 分子量: 288.267
• InChiKey: VMKFWWMJZMGKTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-oxo-2-(4-(trifluoromethyl)phenyl)ethyl pivalate 在 (S)-(+)-5,5'-双[二(3,5-二叔丁基-4-甲氧基苯基)膦]-4,4'-二-1,3-苯并二氧戊环 、 palladium(II) trifluoroacetate 、 氢气 作用下， 以 乙醇 、 2,2,2-三氟乙醇 为溶剂， 20.0 ℃ 、3.0 MPa 条件下， 反应 24.0h， 以90%的产率得到
  参考文献：
  名称：

  Palladium-Catalyzed Asymmetric Hydrogenation of α-Acyloxy-1-arylethanones

  摘要：

  First hand: The first example of a palladium-catalyzed asymmetric hydrogenation of α-acyloxy ketones (1) was accomplished to give the hydrogenated products 2 with by far the highest catalytic efficiency in up to quantitative conversions and excellent enantioselectivities. The hydrogenated products could serve as important intermediates for the preparation of many drug candidates. TFE=2,2,2-trifluoroethanol.

  DOI：

  10.1002/anie.201306231
• 作为产物：
  描述：

  4'-三氟甲基苯乙酮 在 溴 、 四丁基碘化铵 、 potassium carbonate 作用下， 以 乙醚 、 二氯甲烷 、 水 为溶剂， 生成 2-oxo-2-(4-(trifluoromethyl)phenyl)ethyl pivalate
  参考文献：
  名称：

  Palladium-Catalyzed Asymmetric Hydrogenation of α-Acyloxy-1-arylethanones

  摘要：

  First hand: The first example of a palladium-catalyzed asymmetric hydrogenation of α-acyloxy ketones (1) was accomplished to give the hydrogenated products 2 with by far the highest catalytic efficiency in up to quantitative conversions and excellent enantioselectivities. The hydrogenated products could serve as important intermediates for the preparation of many drug candidates. TFE=2,2,2-trifluoroethanol.

  DOI：

  10.1002/anie.201306231

文献信息

• Palladium-Catalyzed Asymmetric Hydrogenation of α-Acyloxy-1-arylethanones
  作者：Jianzhong Chen、Delong Liu、Nicholas Butt、Chao Li、Dongyang Fan、Yangang Liu、Wanbin Zhang

  DOI：10.1002/anie.201306231

  日期：2013.10.25

  First hand: The first example of a palladium-catalyzed asymmetric hydrogenation of α-acyloxy ketones (1) was accomplished to give the hydrogenated products 2 with by far the highest catalytic efficiency in up to quantitative conversions and excellent enantioselectivities. The hydrogenated products could serve as important intermediates for the preparation of many drug candidates. TFE=2,2,2-trifluoroethanol.