3-(3-Indol-1-yl-propyl)-[1,2,4]triazine-5,6-dicarboxylic acid diethyl ester | 143217-59-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-(3-Indol-1-yl-propyl)-[1,2,4]triazine-5,6-dicarboxylic acid diethyl ester
• 英文别名: Diethyl 3-(3-indol-1-ylpropyl)-1,2,4-triazine-5,6-dicarboxylate
• CAS: 143217-59-8
• 化学式: C₂₀H₂₂N₄O₄
• 分子量: 382.419
• InChiKey: TWOWIASRRCSSSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  96.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-(3-Indol-1-yl-propyl)-[1,2,4]triazine-5,6-dicarboxylic acid diethyl ester 以 二乙二醇二甲醚 为溶剂， 反应 2.0h， 以87%的产率得到3a,4,5,6-Tetrahydro-1H-indolo[3,2,1-de][1,5]naphthyridine-1,2-dicarboxylic acid diethyl ester
  参考文献：
  名称：

  Indole as a dienophile in inverse electron demand Diels-Alder reactions. 3. Intramolecular reactions with 1,2,4-triazines to access the canthine skeleton

  摘要：

  The intramolecular inverse electron demand cycloaddition of indole with 1,2,4-triazines connected by a tri- or tetramethylene tether linking the indole N-1 position with the triazinyl 3-position successfully produces the canthine skeleton and the homologous system with a seven-membered D-ring.

  DOI：

  10.1021/jo00046a005
• 作为产物：
  描述：

  二氧代琥珀酸二乙酯 、 生成 3-(3-Indol-1-yl-propyl)-[1,2,4]triazine-5,6-dicarboxylic acid diethyl ester
  参考文献：
  名称：

  Indole as a dienophile in inverse electron demand Diels-Alder reactions. 3. Intramolecular reactions with 1,2,4-triazines to access the canthine skeleton

  摘要：

  The intramolecular inverse electron demand cycloaddition of indole with 1,2,4-triazines connected by a tri- or tetramethylene tether linking the indole N-1 position with the triazinyl 3-position successfully produces the canthine skeleton and the homologous system with a seven-membered D-ring.

  DOI：

  10.1021/jo00046a005

文献信息

• Indole as a dienophile in inverse electron demand Diels-Alder reactions. 3. Intramolecular reactions with 1,2,4-triazines to access the canthine skeleton
  作者：Scott C. Benson、Jia He Li、John K. Snyder

  DOI：10.1021/jo00046a005

  日期：1992.9

  The intramolecular inverse electron demand cycloaddition of indole with 1,2,4-triazines connected by a tri- or tetramethylene tether linking the indole N-1 position with the triazinyl 3-position successfully produces the canthine skeleton and the homologous system with a seven-membered D-ring.