3-(4-chlorophenyl)-4,6-dimethoxy-2-(3-(4-chlorophenyl)-4,6-dimethoxyindol-7-ylmethyl)indole-2,7-dicarbaldehyde | 870193-31-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 3-(4-chlorophenyl)-4,6-dimethoxy-2-(3-(4-chlorophenyl)-4,6-dimethoxyindol-7-ylmethyl)indole-2,7-dicarbaldehyde
• 英文别名: 3-(4-chlorophenyl)-7-[[3-(4-chlorophenyl)-7-formyl-4,6-dimethoxy-1H-indol-2-yl]methyl]-4,6-dimethoxy-1H-indole-2-carbaldehyde
• CAS: 870193-31-0
• 化学式: C₃₅H₂₈Cl₂N₂O₆
• 分子量: 643.523
• InChiKey: UVWIMZXIBIDLEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  45
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-(4-chlorophenyl)-4,6-dimethoxy-2-(3-(4-chlorophenyl)-4,6-dimethoxyindol-7-ylmethyl)indole-2,7-dicarbaldehyde 、 双(2-氨基苯基)胺 以 苯 为溶剂， 反应 14.0h， 以72%的产率得到4,28-di-(4-chlorophenyl)-6,8,30,32-tetramethoxy-11,18,25,34,35-pentaazaheptacyclo[25.5.2.2^3,9.0^5,36.0^12,17.0^19,24.0^29,33]hexatriacontane-1(32),3,5(36),6,8,10,12,14,16,19,21,23,25,27,29(33),30-hexadecaene
  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
• 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 12.67h， 生成 3-(4-chlorophenyl)-4,6-dimethoxy-2-(3-(4-chlorophenyl)-4,6-dimethoxyindol-7-ylmethyl)indole-2,7-dicarbaldehyde
  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.