bis(3-(4'-chlorophenyl)-4,6-dimethoxyindol-7-yl)methane

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: bis(3-(4'-chlorophenyl)-4,6-dimethoxyindol-7-yl)methane
• 英文别名: 3-(4-chlorophenyl)-7-[[3-(4-chlorophenyl)-4,6-dimethoxy-1H-indol-7-yl]methyl]-4,6-dimethoxy-1H-indole
• 化学式: C₃₃H₂₈Cl₂N₂O₄
• 分子量: 587.502
• InChiKey: AXFBAXRVPFXLCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  41
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  68.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-(4-chlorophenyl)-4,6-dimethoxyindole 在 sodium tetrahydroborate 、 溶剂黄146 、 三氯氧磷 作用下， 以 四氢呋喃 为溶剂， 反应 12.17h， 生成 bis(3-(4'-chlorophenyl)-4,6-dimethoxyindol-7-yl)methane
  参考文献：
  名称：

  Synthesis and utilisation of 2,7′-diindolylmethanes and a 2-(2-indolyl)pyrrolylmethane as macrocyclic precursors

  摘要：

  Treatment of 3-(4-chlorophenyl)-7-hydroxymethyl-4,6-dimethoxyindole with 3-(4-chlorophenyl)-4,6-dimethoxyindole results in the generation of two geometrically isomeric diindolylmethanes in addition to a novel triindolyl oligomer, which has been structurally characterised. The 2,7'-diindolylmethanes were found to be unstable under Vilsmeier formylation conditions, thus hampering macrocyle precursor construction. In an alternate approach, the 3-(4-chlorophenyl)-4,6-dimethoxyindole-7-carbaidehyde was converted into the indolyl-pyrrolyl macrocycle precursor 5-(3-(4-chlorophenyl)-4,6-dimethoxyindole-2-ylmethyl)-4-ethyl-3-methylpyrrole-2,7-dicarbaldehyde, which was used to generate an unsymmetrical pentaaza macrocycle. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.08.075

文献信息

• Synthesis and utilisation of 2,7′-diindolylmethanes and a 2-(2-indolyl)pyrrolylmethane as macrocyclic precursors
  作者：Paul K. Bowyer、David StC. Black、Donald C. Craig

  DOI：10.1016/j.tet.2005.08.075

  日期：2005.11

  Treatment of 3-(4-chlorophenyl)-7-hydroxymethyl-4,6-dimethoxyindole with 3-(4-chlorophenyl)-4,6-dimethoxyindole results in the generation of two geometrically isomeric diindolylmethanes in addition to a novel triindolyl oligomer, which has been structurally characterised. The 2,7'-diindolylmethanes were found to be unstable under Vilsmeier formylation conditions, thus hampering macrocyle precursor construction. In an alternate approach, the 3-(4-chlorophenyl)-4,6-dimethoxyindole-7-carbaidehyde was converted into the indolyl-pyrrolyl macrocycle precursor 5-(3-(4-chlorophenyl)-4,6-dimethoxyindole-2-ylmethyl)-4-ethyl-3-methylpyrrole-2,7-dicarbaldehyde, which was used to generate an unsymmetrical pentaaza macrocycle. (c) 2005 Elsevier Ltd. All rights reserved.