Ethyl 3-nitro-2-[3-(trifluoromethyl)phenyl]propanoate | 1622385-31-2

• 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: Ethyl 3-nitro-2-[3-(trifluoromethyl)phenyl]propanoate
• 英文别名: ethyl 3-nitro-2-[3-(trifluoromethyl)phenyl]propanoate
• CAS: 1622385-31-2
• 化学式: C₁₂H₁₂F₃NO₄
• 分子量: 291.227
• InChiKey: FHZVBOWDYLTHAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  ethyl 3-nitroacrylate 、 3-(三氟甲基)苯硼酸 在 silver tetrafluoroborate 、 tetrafluoroboric acid 、 palladium diacetate 作用下， 以 水 、 丙酮 为溶剂， 反应 18.0h， 以31%的产率得到Ethyl 3-nitro-2-[3-(trifluoromethyl)phenyl]propanoate
  参考文献：
  名称：

  β-Nitro substituted carboxylic acids and their cytotoxicity

  摘要：

  β-Nitro-substituted ethyl carboxylates are a new class of cytotoxic agents; they can be easily obtained in fair to good yields in a single-step reaction by a Pd-catalyzed asymmetric conjugate addition of aryl boronic acids to 2-nitro-acrylates. Of all the tested derivatives, 2-(4-chlorophenyl)-3-nitropropionic acid ethyl ester (6) is most cytotoxic especially against the human ovarian cancer cell line A2780 therefore making this compound an interesting candidate for further investigations.

  DOI：

  10.1016/j.bmcl.2014.06.021

文献信息

• β-Nitro substituted carboxylic acids and their cytotoxicity
  作者：René Csuk、Lucie Heller、Bianka Siewert、Andrey Gutnov、Oliver Seidelmann、Volkmar Wendisch

  DOI：10.1016/j.bmcl.2014.06.021

  日期：2014.8

  β-Nitro-substituted ethyl carboxylates are a new class of cytotoxic agents; they can be easily obtained in fair to good yields in a single-step reaction by a Pd-catalyzed asymmetric conjugate addition of aryl boronic acids to 2-nitro-acrylates. Of all the tested derivatives, 2-(4-chlorophenyl)-3-nitropropionic acid ethyl ester (6) is most cytotoxic especially against the human ovarian cancer cell line A2780 therefore making this compound an interesting candidate for further investigations.