tri(tert-butyl) quinoline-2,3,4-tricarboxylate | 1233531-75-3

• 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: tri(tert-butyl) quinoline-2,3,4-tricarboxylate
• 英文别名: Tritert-butyl quinoline-2,3,4-tricarboxylate；tritert-butyl quinoline-2,3,4-tricarboxylate
• CAS: 1233531-75-3
• 化学式: C₂₄H₃₁NO₆
• 分子量: 429.513
• InChiKey: RVWPDYWVPWCFBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  91.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  丁炔二酸二叔丁酯 乙炔二羧酸二叔丁酯 、 靛红 在 sodium hydride 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以59%的产率得到tri(tert-butyl) quinoline-2,3,4-tricarboxylate
  参考文献：
  名称：

  A Novel One-Pot Synthesis of Substituted Quinolines

  摘要：

  AbstractA synthesis of quinoline derivatives is described via reaction between ethyl bromopyruvate (=ethyl 3‐bromo‐2‐oxopropanoate), acetylenedicarboxylate, and isatin (=1H‐indole‐2,3‐dione) in the presence of NaH as a base. Also, these reactions were performed without ethyl bromopyruvate. The reaction in the presence of ethyl bromopyruvate provides regioselectively a quinoline with the ethyl ester group in 4‐position. In the absence of ethyl bromopyruvate, the reaction leads to functionalized quinolines with the same ester groups in 2‐, 3‐, and 4‐positions.

  DOI：

  10.1002/hlca.200900304

文献信息

• A Novel One-Pot Synthesis of Substituted Quinolines
  作者：Maryam Sabbaghan、Issa Yavari、Zinatossadat Hossaini、Sanaz Souri

  DOI：10.1002/hlca.200900304

  日期：2010.5

  AbstractA synthesis of quinoline derivatives is described via reaction between ethyl bromopyruvate (=ethyl 3‐bromo‐2‐oxopropanoate), acetylenedicarboxylate, and isatin (=1H‐indole‐2,3‐dione) in the presence of NaH as a base. Also, these reactions were performed without ethyl bromopyruvate. The reaction in the presence of ethyl bromopyruvate provides regioselectively a quinoline with the ethyl ester group in 4‐position. In the absence of ethyl bromopyruvate, the reaction leads to functionalized quinolines with the same ester groups in 2‐, 3‐, and 4‐positions.