ethyl 6-(benzyloxy)-4-phenylquinoline-2-carboxylate | 1174133-38-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: ethyl 6-(benzyloxy)-4-phenylquinoline-2-carboxylate
• 英文别名: Ethyl 4-phenyl-6-phenylmethoxyquinoline-2-carboxylate
• CAS: 1174133-38-0
• 化学式: C₂₅H₂₁NO₃
• 分子量: 383.447
• InChiKey: URBSDMVLSRHOFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  48.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ethyl 2-(4-(benzyloxy)phenylimino)acetate 、 苯乙炔 在 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以83%的产率得到ethyl 6-(benzyloxy)-4-phenylquinoline-2-carboxylate
  参考文献：
  名称：

  A Simple and Convenient Copper-Catalyzed Tandem Synthesis of Quinoline-2-carboxylates at Room Temperature

  摘要：

  We developed a simple and convenient copper-catalyzed method for the synthesis of quinoline-2-carboxylate derivatives through sequential intermolecular addition of alkynes onto imines and subsequent intramolecular ring closure by arylation. The efficiency of this system allowed the reactions to be carried out at room temperature.

  DOI：

  10.1021/jo901101v

文献信息

• Synthesis, and the antioxidant, neuroprotective and P-glycoprotein induction activity of 4-arylquinoline-2-carboxylates
  作者：Jaideep B. Bharate、Abubakar Wani、Sadhana Sharma、Shahi Imam Reja、Manoj Kumar、Ram A. Vishwakarma、Ajay Kumar、Sandip B. Bharate

  DOI：10.1039/c4ob00488d

  日期：——

  An efficient synthesis of 4-arylquinoline-2-carboxylates and their antioxidant, neuroprotective and P-glycoprotein induction activity have been described.

  一种高效合成4-芳基喹啉-2-羧酸酯及其抗氧化、神经保护和P-糖蛋白诱导活性已被描述。
• A Simple and Convenient Copper-Catalyzed Tandem Synthesis of Quinoline-2-carboxylates at Room Temperature
  作者：He Huang、Hualiang Jiang、Kaixian Chen、Hong Liu

  DOI：10.1021/jo901101v

  日期：2009.8.7

  We developed a simple and convenient copper-catalyzed method for the synthesis of quinoline-2-carboxylate derivatives through sequential intermolecular addition of alkynes onto imines and subsequent intramolecular ring closure by arylation. The efficiency of this system allowed the reactions to be carried out at room temperature.