Ethyl 9-chloro-5-methoxy-2-methyl-1-phenylpyrrolo[2,3-f]quinoline-3-carboxylate | 916075-41-7

• 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 9-chloro-5-methoxy-2-methyl-1-phenylpyrrolo[2,3-f]quinoline-3-carboxylate
• CAS: 916075-41-7
• 化学式: C₂₂H₁₉ClN₂O₃
• 分子量: 394.857
• InChiKey: KODVRATUGBBUTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  53.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Ethyl 9-chloro-5-methoxy-2-methyl-1-phenylpyrrolo[2,3-f]quinoline-3-carboxylate 在 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 反应 24.0h， 以97%的产率得到ethyl 4-methoxy-1-methylpyrido[4,3,2-mn]pyrrolo[3,2,1-de]acridine-2-carboxylate
  参考文献：
  名称：

  A simple and effective approach to the synthesis of pyrido[4,3,2-mn]pyrrolo[3,2,1-de]acridine skeleton of arnoamines A and B, pentacyclic marine alkaloids from the ascidian Cystodytes sp.

  摘要：

  Starting from ethyl 5-hydroxy-2-methyl-1-phenylindole-3-carboxylate, a simple and effective approach to the synthesis of pyrido[4,3,2-mn]pyrrolo[3,2,1-de]acridine skeleton of arnoamines A and B, unique pentacyclic alkaloids from the ascidian Cystodytes sp., has been developed. Synthesis of this ring system involves seven steps and produces ethyl 4-methoxy-l-methyl-pyrido[4,3,2-mn]pyrrolo[3,2,1-de]acridine-2-carboxylate in 41.5% overall yield. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.08.080
• 作为产物：
  描述：

  ethyl 3-phenylaminocrotonate 在 镍 sodium hydroxide 、 氢气 、 硝酸 、 三氯氧磷 作用下， 以 1,4-二氧六环 、 二苯醚 、 乙酸酐 、 1,2-二氯乙烷 、 异丙醇 为溶剂， 反应 7.5h， 生成 Ethyl 9-chloro-5-methoxy-2-methyl-1-phenylpyrrolo[2,3-f]quinoline-3-carboxylate
  参考文献：
  名称：

  A simple and effective approach to the synthesis of pyrido[4,3,2-mn]pyrrolo[3,2,1-de]acridine skeleton of arnoamines A and B, pentacyclic marine alkaloids from the ascidian Cystodytes sp.

  摘要：

  Starting from ethyl 5-hydroxy-2-methyl-1-phenylindole-3-carboxylate, a simple and effective approach to the synthesis of pyrido[4,3,2-mn]pyrrolo[3,2,1-de]acridine skeleton of arnoamines A and B, unique pentacyclic alkaloids from the ascidian Cystodytes sp., has been developed. Synthesis of this ring system involves seven steps and produces ethyl 4-methoxy-l-methyl-pyrido[4,3,2-mn]pyrrolo[3,2,1-de]acridine-2-carboxylate in 41.5% overall yield. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.08.080

文献信息

• A simple and effective approach to the synthesis of pyrido[4,3,2-mn]pyrrolo[3,2,1-de]acridine skeleton of arnoamines A and B, pentacyclic marine alkaloids from the ascidian Cystodytes sp.
  作者：Oleg S. Radchenko、Nadezhda N. Balaneva、Vladimir A. Denisenko、Vyacheslav L. Novikov

  DOI：10.1016/j.tetlet.2006.08.080

  日期：2006.10

  Starting from ethyl 5-hydroxy-2-methyl-1-phenylindole-3-carboxylate, a simple and effective approach to the synthesis of pyrido[4,3,2-mn]pyrrolo[3,2,1-de]acridine skeleton of arnoamines A and B, unique pentacyclic alkaloids from the ascidian Cystodytes sp., has been developed. Synthesis of this ring system involves seven steps and produces ethyl 4-methoxy-l-methyl-pyrido[4,3,2-mn]pyrrolo[3,2,1-de]acridine-2-carboxylate in 41.5% overall yield. (c) 2006 Elsevier Ltd. All rights reserved.