3,4-Bis-(4-methoxy-phenyl)-1H-pyrrole-2,5-dicarbonyl dichloride | 1027899-57-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 3,4-Bis-(4-methoxy-phenyl)-1H-pyrrole-2,5-dicarbonyl dichloride
• 英文别名: 3,4-bis(4-methoxyphenyl)-1H-pyrrole-2,5-dicarbonyl chloride
• CAS: 1027899-57-5
• 化学式: C₂₀H₁₅Cl₂NO₄
• 分子量: 404.249
• InChiKey: XJJQXFJVTOJMNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  68.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,4-Bis-(4-methoxy-phenyl)-1H-pyrrole-2,5-dicarbonyl dichloride 在 aluminium(III) iodide 、 三氯化铝 、 溴 、 四丁基碘化铵 、 溶剂黄146 、 三乙胺 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 72.0h， 生成 2,5-bis(4-acetoxy-3,5-dibromobenzoyl)-3,4-bis(4-acetoxy-3,5-dibromophenyl)-1H-pyrrole
  参考文献：
  名称：

  Total Syntheses of the Marine Pyrrole Alkaloids Polycitone A and B

  摘要：

  Polycitone B (2) was obtained in four steps from pyrrole dicarboxylic acid 3, including Friedel-Crafts reaction of the corresponding acid chloride with anisole. The conversion of 2 into polycitone A(1) was achieved in two steps via Mitsunobu alkylation of the pyrrolic NH groups. The synthesis of polycitone A proceeds in 18% overall yield and offers the possibility of varying the subsituents on the pyrrole ring.

  DOI：

  10.1021/ol026555b
• 作为产物：
  描述：

  3,4-bis(4-methoxyphenyl)pyrrole-2,5-dicarboxylic acid 在 N,N-二甲基甲酰胺 草酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 3,4-Bis-(4-methoxy-phenyl)-1H-pyrrole-2,5-dicarbonyl dichloride
  参考文献：
  名称：

  Total Syntheses of the Marine Pyrrole Alkaloids Polycitone A and B

  摘要：

  Polycitone B (2) was obtained in four steps from pyrrole dicarboxylic acid 3, including Friedel-Crafts reaction of the corresponding acid chloride with anisole. The conversion of 2 into polycitone A(1) was achieved in two steps via Mitsunobu alkylation of the pyrrolic NH groups. The synthesis of polycitone A proceeds in 18% overall yield and offers the possibility of varying the subsituents on the pyrrole ring.

  DOI：

  10.1021/ol026555b

文献信息

• Total Syntheses of the Marine Pyrrole Alkaloids Polycitone A and B
  作者：Andreas T. Kreipl、Caroline Reid、Wolfgang Steglich

  DOI：10.1021/ol026555b

  日期：2002.9.1

  Polycitone B (2) was obtained in four steps from pyrrole dicarboxylic acid 3, including Friedel-Crafts reaction of the corresponding acid chloride with anisole. The conversion of 2 into polycitone A(1) was achieved in two steps via Mitsunobu alkylation of the pyrrolic NH groups. The synthesis of polycitone A proceeds in 18% overall yield and offers the possibility of varying the subsituents on the pyrrole ring.