diethyl 5,5'-dihydroxy-2,2'-dimethyl-1,1'-(ethane-1,2-diyl)di(1H-indole)-3,3'-dicarboxylate | 51903-17-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: diethyl 5,5'-dihydroxy-2,2'-dimethyl-1,1'-(ethane-1,2-diyl)di(1H-indole)-3,3'-dicarboxylate
• 英文别名: diethyl 1,1'-(ethane-1,2-diyl)bis(5-hydroxy-1H-indole-3-carboxylate)；5,5'-dihydroxy-2,2'-dimethyl-1,1'-ethane-1,2-diyl-bis-indole-3-carboxylic acid diethyl ester；Ethyl 1-[2-(3-ethoxycarbonyl-5-hydroxy-2-methylindol-1-yl)ethyl]-5-hydroxy-2-methylindole-3-carboxylate
• CAS: 51903-17-4
• 化学式: C₂₆H₂₈N₂O₆
• 分子量: 464.518
• InChiKey: ZVJUOSGEALPAKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 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：

  diethyl 5,5'-dihydroxy-2,2'-dimethyl-1,1'-(ethane-1,2-diyl)di(1H-indole)-3,3'-dicarboxylate 在 吡啶 、 potassium carbonate 、 一水合肼 、 potassium iodide 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 60.0h， 生成 diethyl 5,5'-bis(hydrazinocarbonylmethoxy)-2,2'-dimethyl-1,1'-(ethane-1,2-diyl)di(1H-indole)-3,3'-dicarboxylate
  参考文献：
  名称：

  Gadaginamath; Shyadligeri, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2000, vol. 39, # 1, p. 31 - 35

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl (2Z)-3-[(2-{[(1Z)-3-ethoxy-1-methyl-3-oxoprop-1-enyl]amino}ethyl)amino]but-2-enoate 、 甲基苯醌 在 溶剂黄146 作用下， 反应 12.0h， 以66%的产率得到diethyl 5,5'-dihydroxy-2,2'-dimethyl-1,1'-(ethane-1,2-diyl)di(1H-indole)-3,3'-dicarboxylate
  参考文献：
  名称：

  Convenient Synthesis of Novel Bis(hydrazone) and Bis(indole) Derivatives

  摘要：

  The synthetic potency of (Z,Z)-3,3'-(ethane-1,2-diyldiimino)-dibut-2-enoate (1) as a versatile precursors for the synthesis of novel bis(hydrazone) and bis(indole) derivatives via its reaction with some electrophiles and nitrogen nuclephiles was investigated.

  DOI：

  10.3987/com-08-11615

文献信息

• The role of a Lewis acid in the Nenitzescu indole synthesis
  作者：Valeriya S. Velezheva、Andrey I. Sokolov、Albert G. Kornienko、Konstantin A. Lyssenko、Yulia V. Nelyubina、Ivan A. Godovikov、Alexander S. Peregudov、Andrey F. Mironov

  DOI：10.1016/j.tetlet.2008.09.087

  日期：2008.12

  A highly efficient Lewis acid-catalyzed method for the Nenitzescu synthesis of 5-hydroxyindoles with a range of substituents at N-1 and C-3 and symmetric 5,5′-dihydroxydiindoles has been developed. The amount of the catalyst (10–100 mol %) required depended on the nature of the enaminone component. It has been shown that Lewis acid plays a role in enaminone component activation through an enamine-ZnC12

  已开发出一种高效的路易斯酸催化方法，用于Nenitzescu合成在N-1和C-3处具有一系列取代基和对称5,5'-二羟基二吲哚的5-羟基吲哚。所需的催化剂量（10–100 mol％）取决于烯胺酮组分的性质。已经显示路易斯酸通过烯胺-ZnCl 2络合物随后去质子化在烯胺酮组分活化中起作用。
• Convenient Synthesis of Novel Bis(hydrazone) and Bis(indole) Derivatives
  作者：Nabila A. Kheder

  DOI：10.3987/com-08-11615

  日期：——

  The synthetic potency of (Z,Z)-3,3'-(ethane-1,2-diyldiimino)-dibut-2-enoate (1) as a versatile precursors for the synthesis of novel bis(hydrazone) and bis(indole) derivatives via its reaction with some electrophiles and nitrogen nuclephiles was investigated.
• Gadaginamath; Shyadligeri, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2000, vol. 39, # 1, p. 31 - 35
  作者：Gadaginamath、Shyadligeri

  DOI：——

  日期：——