2-(2'-aminobiphen-2-yl)-2-ethylbutyronitrile | 219678-97-4

• 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: 2-(2'-aminobiphen-2-yl)-2-ethylbutyronitrile
• 英文别名: 2-[2-(2-Aminophenyl)phenyl]-2-ethylbutanenitrile；2-[2-(2-aminophenyl)phenyl]-2-ethylbutanenitrile
• CAS: 219678-97-4
• 化学式: C₁₈H₂₀N₂
• 分子量: 264.37
• InChiKey: NKMYVAPTEYDFPV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2'-aminobiphen-2-yl)-2-ethylbutyronitrile 在 dimethyl sulfide borane 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以33%的产率得到2'-(1-aminomethyl-1-ethylpropyl)biphenyl-2-yl-amine
  参考文献：
  名称：

  Antimitotic agents interacting with tubulin: Synthesis and structure-activity relationships of novel ortho bridged biphenyls of the rhazinilam type

  摘要：

  Several new ortho bridged biphenyls mimicking the structure of (-)-rhazinilam were synthesized and evaluated as cytotoxic compounds and as inhibitors of microtubules disassembly. These included azadibenzo[a,c]cyclononene derivatives having an ester, urea or carbamate function present in the 9-membered ring linking the two phenyl moieties. The compound bearing a carbamate function instead of the amide group of rhazinilam interacts better with tubulin than (-) rhazinilam, (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00903-x
• 作为产物：
  描述：

  2-碘苯基乙腈 在 正丁基锂 、 trans-benzyl(chloro)-bis(triphenylphosphine)palladium(II) 、 二异丙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 20.45h， 生成 2-(2'-aminobiphen-2-yl)-2-ethylbutyronitrile
  参考文献：
  名称：

  Antimitotic agents interacting with tubulin: Synthesis and structure-activity relationships of novel ortho bridged biphenyls of the rhazinilam type

  摘要：

  Several new ortho bridged biphenyls mimicking the structure of (-)-rhazinilam were synthesized and evaluated as cytotoxic compounds and as inhibitors of microtubules disassembly. These included azadibenzo[a,c]cyclononene derivatives having an ester, urea or carbamate function present in the 9-membered ring linking the two phenyl moieties. The compound bearing a carbamate function instead of the amide group of rhazinilam interacts better with tubulin than (-) rhazinilam, (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00903-x

文献信息

• Application of the Palladium-Catalyzed Borylation/Suzuki Coupling (BSC) Reaction to the Synthesis of Biologically Active Biaryl Lactams
  作者：Olivier Baudoin、Michèle Cesario、Daniel Guénard、Françoise Guéritte

  DOI：10.1021/jo0160726

  日期：2002.2.1

  The palladium-catalyzed, two-step, one-pot borylation/Suzuki coupling (BSC) reaction was developed to synthesize sterically hindered 2,2'-disubstituted biphenyl and phenyl-indole compounds in a short, simple, and efficient manner from two easily accessible aryl halides. High yields can be obtained by choosing properly both components according to their rough electronic properties. The illustration

  开发了钯催化的两步一锅法硼化/铃木偶联（BSC）反应，以短短，简单和有效的方式从两个容易的位置合成空间位阻的2,2'-二取代联苯和苯基吲哚化合物可及的芳基卤化物。高的产率可通过根据它们的粗糙电子性质适当选择这两种组分来获得。通过七元或八元联苯内酰胺5a-e和paullone 3a的溶液和固相合成，提供了该方法实用性的说明。这些化合物尽管具有明显的细胞毒性，但仍具有中等程度的毒性，并可作为未来药物化学发展的结构模型。
• Palladium-Catalyzed Borylation of Ortho-Substituted Phenyl Halides and Application to the One-Pot Synthesis of 2,2‘-Disubstituted Biphenyls
  作者：Olivier Baudoin、Daniel Guénard、Françoise Guéritte

  DOI：10.1021/jo005663d

  日期：2000.12.1