methyl 5-methoxy-4,5-dihydroindolo[4,3-fg]quinoline-9-carboxylate | 1353002-77-3

• 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: methyl 5-methoxy-4,5-dihydroindolo[4,3-fg]quinoline-9-carboxylate
• CAS: 1353002-77-3
• 化学式: C₁₇H₁₄N₂O₃
• 分子量: 294.31
• InChiKey: STBFAJXGNQOXHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  60.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 5-methoxy-4,5-dihydroindolo[4,3-fg]quinoline-9-carboxylate 、 三氟乙酸 在 sodium tetrahydroborate 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以53%的产率得到methyl 4,5-dihydroindolo[4,3-fg]quinoline-9-carboxylate
  参考文献：
  名称：

  A Reported “New Synthesis of Lysergic Acid” Yields Only The Derailment Product: Methyl 5-Methoxy-4,5-dihydroindolo[4,3-f,g]quinoline-9-carboxylate

  摘要：

  The treatment of ethyl 6-formy1-5-(1H-Indol-411)pyridine-3-carboxylate (2) with NaOMe or NaOH in methanol solution at room temperature under the reported reaction conditions afforded solely product 4 in 80% yield, rather than anticipated product 3.

  DOI：

  10.1021/ol203048q
• 作为产物：
  描述：

  甲醇 、 sodium methylate 、 6-甲酰基-5-(1H-吲哚-4-基)吡啶-3-羧酸乙酯 反应 2.0h， 以80%的产率得到methyl 5-methoxy-4,5-dihydroindolo[4,3-fg]quinoline-9-carboxylate
  参考文献：
  名称：

  A Reported “New Synthesis of Lysergic Acid” Yields Only The Derailment Product: Methyl 5-Methoxy-4,5-dihydroindolo[4,3-f,g]quinoline-9-carboxylate

  摘要：

  The treatment of ethyl 6-formy1-5-(1H-Indol-411)pyridine-3-carboxylate (2) with NaOMe or NaOH in methanol solution at room temperature under the reported reaction conditions afforded solely product 4 in 80% yield, rather than anticipated product 3.

  DOI：

  10.1021/ol203048q

文献信息

• A Reported “New Synthesis of Lysergic Acid” Yields Only The Derailment Product: Methyl 5-Methoxy-4,5-dihydroindolo[4,3-<i>f,g</i>]quinoline-9-carboxylate
  作者：Markondaiah Bekkam、Huaping Mo、David E. Nichols

  DOI：10.1021/ol203048q

  日期：2012.1.6

  The treatment of ethyl 6-formy1-5-(1H-Indol-411)pyridine-3-carboxylate (2) with NaOMe or NaOH in methanol solution at room temperature under the reported reaction conditions afforded solely product 4 in 80% yield, rather than anticipated product 3.