2-(2-Allyloxy-phenyl)-1-(3,4-dimethoxy-phenyl)-8,9-dimethoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-3-carboxylic acid ethyl ester | 869544-10-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-(2-Allyloxy-phenyl)-1-(3,4-dimethoxy-phenyl)-8,9-dimethoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-3-carboxylic acid ethyl ester
• 英文别名: Ethyl 1-(3,4-dimethoxyphenyl)-8,9-dimethoxy-2-(2-prop-2-enoxyphenyl)-5,6-dihydropyrrolo[2,1-a]isoquinoline-3-carboxylate
• CAS: 869544-10-5
• 化学式: C₃₄H₃₅NO₇
• 分子量: 569.654
• InChiKey: LJUMHXUCFQSYFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  42
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  77.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(2-Allyloxy-phenyl)-1-(3,4-dimethoxy-phenyl)-8,9-dimethoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-3-carboxylic acid ethyl ester 在 palladium on activated charcoal 对甲苯磺酸 作用下， 以 乙醇 、 水 为溶剂， 以68%的产率得到14-(3,4-dimethoxyphenyl)-11,12-dimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one
  参考文献：
  名称：

  1,5-Electrocyclisation of azomethine ylides leading to pyrrolo[2,1-a]isoquinolines—concise construction of the lamellarin skeleton

  摘要：

  A new, general route to the 1,2-diaryl-substituted pyrrolo[2,1-a]isoquinolines has been developed via the 1,5-dipolar electrocyclisation reactions of azomethine ylides derived from readily available stilbenic acid derivatives. This method was applied to the concise construction of a lamellarin skeleton. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.08.165
• 作为产物：
  描述：

  邻丙烯基氧基苯甲醛 在 氯化亚砜 、 乙酸酐 、 三乙胺 、 三氯氧磷 作用下， 以 乙醚 、 乙醇 、 甲苯 为溶剂， 生成 2-(2-Allyloxy-phenyl)-1-(3,4-dimethoxy-phenyl)-8,9-dimethoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  1,5-Electrocyclisation of azomethine ylides leading to pyrrolo[2,1-a]isoquinolines—concise construction of the lamellarin skeleton

  摘要：

  A new, general route to the 1,2-diaryl-substituted pyrrolo[2,1-a]isoquinolines has been developed via the 1,5-dipolar electrocyclisation reactions of azomethine ylides derived from readily available stilbenic acid derivatives. This method was applied to the concise construction of a lamellarin skeleton. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.08.165

文献信息

• 1,5-Electrocyclisation of azomethine ylides leading to pyrrolo[2,1-a]isoquinolines—concise construction of the lamellarin skeleton
  作者：Miklós Nyerges、László Tőke

  DOI：10.1016/j.tetlet.2005.08.165

  日期：2005.10

  A new, general route to the 1,2-diaryl-substituted pyrrolo[2,1-a]isoquinolines has been developed via the 1,5-dipolar electrocyclisation reactions of azomethine ylides derived from readily available stilbenic acid derivatives. This method was applied to the concise construction of a lamellarin skeleton. (c) 2005 Elsevier Ltd. All rights reserved.