isopropyl 3-(2-bromo-4,5-dimethoxyphenyl)-1-(3,4-dimethoxyphenyl)-8,9-dimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: isopropyl 3-(2-bromo-4,5-dimethoxyphenyl)-1-(3,4-dimethoxyphenyl)-8,9-dimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxylate
• 英文别名: Propan-2-yl 3-(2-bromo-4,5-dimethoxyphenyl)-1-(3,4-dimethoxyphenyl)-8,9-dimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxylate
• 化学式: C₃₄H₃₆BrNO₈
• 分子量: 666.566
• InChiKey: VYUXXSCXOALDHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  44
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  86.6
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  isopropyl 3-(2-bromo-4,5-dimethoxyphenyl)-1-(3,4-dimethoxyphenyl)-8,9-dimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxylate 在 氢氧化钾 作用下， 以 水 、 异丙醇 为溶剂， 以95%的产率得到3-(2-bromo-4,5-dimethoxyphenyl)-1-(3,4-dimethoxyphenyl)-8,9-dimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxylic acid
  参考文献：
  名称：

  Copper(I)-Mediated and Microwave-Assisted C_aryl−O_carboxylic Coupling:  Synthesis of Benzopyranones and Isolamellarin Alkaloids

  摘要：

  [Graphics]A simple and highly effective C-O-carboxylic coupling reaction catalyzed by copper(l) salts has been developed to synthesize benzopyranones. The reaction of various 2-halobiarylcarboxylic acids was examined using microwave irradiation. A new class of pyrroloisoquinoline alkaloid, isolamellarin, was synthesized based on the annulation of dihydroisoquinoline with aryl pyruvates under basic condition and Cu-mediated/MW-assisted C-O-carboxylic lactonization.

  DOI：

  10.1021/jo701599g
• 作为产物：
  描述：

  、 3,4-二氢罂粟碱 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 以59%的产率得到isopropyl 3-(2-bromo-4,5-dimethoxyphenyl)-1-(3,4-dimethoxyphenyl)-8,9-dimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxylate
  参考文献：
  名称：

  Copper(I)-Mediated and Microwave-Assisted C_aryl−O_carboxylic Coupling:  Synthesis of Benzopyranones and Isolamellarin Alkaloids

  摘要：

  [Graphics]A simple and highly effective C-O-carboxylic coupling reaction catalyzed by copper(l) salts has been developed to synthesize benzopyranones. The reaction of various 2-halobiarylcarboxylic acids was examined using microwave irradiation. A new class of pyrroloisoquinoline alkaloid, isolamellarin, was synthesized based on the annulation of dihydroisoquinoline with aryl pyruvates under basic condition and Cu-mediated/MW-assisted C-O-carboxylic lactonization.

  DOI：

  10.1021/jo701599g

文献信息

• Copper(I)-Mediated and Microwave-Assisted C_aryl−O_carboxylic Coupling:  Synthesis of Benzopyranones and Isolamellarin Alkaloids
  作者：Nopporn Thasana、Rattana Worayuthakarn、Phithakpong Kradanrat、Elliot Hohn、Lauren Young、Somsak Ruchirawat

  DOI：10.1021/jo701599g

  日期：2007.11.1

  [Graphics]A simple and highly effective C-O-carboxylic coupling reaction catalyzed by copper(l) salts has been developed to synthesize benzopyranones. The reaction of various 2-halobiarylcarboxylic acids was examined using microwave irradiation. A new class of pyrroloisoquinoline alkaloid, isolamellarin, was synthesized based on the annulation of dihydroisoquinoline with aryl pyruvates under basic condition and Cu-mediated/MW-assisted C-O-carboxylic lactonization.