4-Ethoxycarbonyl-2,6-bis<(5-tert-butyl-2-hydroxyphenyl)methyl>phenol | 127679-81-6

• 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: 4-Ethoxycarbonyl-2,6-bis<(5-tert-butyl-2-hydroxyphenyl)methyl>phenol
• 英文别名: ethyl 3,5-bis{[5-(tert-butyl)-2-hydroxyphenyl]methyl}-4-hydroxybenzoate；ethyl 3,5-bis[(5-tert-butyl-2-hydroxyphenyl)methyl]-4-hydroxybenzoate
• CAS: 127679-81-6
• 化学式: C₃₁H₃₈O₅
• 分子量: 490.64
• InChiKey: WBSHQKUSIBEGJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  36
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-Ethoxycarbonyl-2,6-bis<(5-tert-butyl-2-hydroxyphenyl)methyl>phenol 生成 5,17-diethoxycarbonyl-25,26,27,28-tetrahydroxycalix[4]arene
  参考文献：
  名称：

  5,17-Diethoxycarbonyl-25,26,27,28-tetrahydroxycalix[4]arene

  摘要：

  The title compound, diethyl 25,26,27,28-tetrahydroxypentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1(25),3,5,7-(18),9,11,13(27),15,17,19(26),21,23-dodecaene-5,17-dicarboxylate, C34H32O8, a tetrahydroxy calix[4]arene, adopts an open-cone conformation in the solid state; this conformation is dictated by the presence of intramolecular O-H...O hydrogen bonding of the phenolic OH groups [O...O 2.673 (2)-2.708 (2) Angstrom]. The planes of the aromatic rings are inclined at 120.8 (1), 133.1 (1), 118.0 (1) and 128.5 (1)degrees to the plane of the methylene C atoms which link them. Self-inclusion occurs when the molecules assemble in pairs about inversion centres.

  DOI：

  10.1107/s0108270196003496
• 作为产物：
  描述：

  过氧化氢酶 、 alkaline earth salt of/the/ methylsulfuric acid 生成 4-Ethoxycarbonyl-2,6-bis<(5-tert-butyl-2-hydroxyphenyl)methyl>phenol
  参考文献：
  名称：

  5,17-Diethoxycarbonyl-25,26,27,28-tetrahydroxycalix[4]arene

  摘要：

  The title compound, diethyl 25,26,27,28-tetrahydroxypentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1(25),3,5,7-(18),9,11,13(27),15,17,19(26),21,23-dodecaene-5,17-dicarboxylate, C34H32O8, a tetrahydroxy calix[4]arene, adopts an open-cone conformation in the solid state; this conformation is dictated by the presence of intramolecular O-H...O hydrogen bonding of the phenolic OH groups [O...O 2.673 (2)-2.708 (2) Angstrom]. The planes of the aromatic rings are inclined at 120.8 (1), 133.1 (1), 118.0 (1) and 128.5 (1)degrees to the plane of the methylene C atoms which link them. Self-inclusion occurs when the molecules assemble in pairs about inversion centres.

  DOI：

  10.1107/s0108270196003496

文献信息

• ipso-Substitution Reaction in the Convergent Stepwise Synthesis of Calix[8]arene with Regioselectively Functionalized Upper Rim
  作者：Hirohito Tsue、Kazutaka Enyo、Ken-ichi Hirao

  DOI：10.1002/1522-2675(20010418)84:4<849::aid-hlca849>3.0.co;2-a

  日期：2001.4.18

  The acid-catalyzed multi-step synthesis of calix[8]arene 1, which contains a regioselectively functionalized upper rim, has been investigated through the careful separation of the resulting by-products. A total of 11 types of cyclic and acyclic by-products were isolated and identified by spectral and microanalytical data. Semiempirical molecular-orbital calculations demonstrated that the synthetic

  通过仔细分离所得副产物，研究了酸催化多步合成杯 [8] 芳烃 1，其中包含区域选择性功能化的上边缘。通过光谱和微量分析数据，共分离鉴定了 11 种环状和非环状副产物。半经验分子轨道计算表明，合成过程涉及两种类型的反应机制，一种导致有利构建的框架，而另一种通过同位取代导致不希望的碎裂反应。理论预测和观察到的副产物的比较表明，空间位阻以及反应的区域选择性也是确定反应途径的重要因素。
• Fragmentation Reaction via an Ipso-Attack in the Multistep Synthesis of Regioselectively Functionalized Calix[8]arene
  作者：Hirohito Tsue、Kazutaka Enyo、Ken-ichi Hirao

  DOI：10.1021/ol006195x

  日期：2000.10.1

  The acid-catalyzed convergent synthesis of a calix[8]arene containing a regioselectively functionalized upper rim has been investigated through the isolation and identification of cyclic and acyclic byproducts. Theoretical calculations demonstrated that the synthetic process involves two types of reaction mechanisms, one of which leads to the favorably constructed framework, while the other causes

  通过分离和鉴定环状和非环状副产物，研究了杯形[8]芳烃的酸催化聚合合成，该芳烃具有区域选择性官能化的上边缘。理论计算表明，合成过程涉及两种类型的反应机制，其中一种导致构筑良好的构架，而另一种则导致通过ipso取代产生不希望的断裂。提出了一个可能的原理来解释衍生出杯[8]芳烃和副产物的全部反应途径。
• A stepwise synthesis of functionalized calix [4]arenes and a calix[6]arene with alternate electron-withdrawing substituents
  作者：Javier de Mendoza、Pedro M. Nieto、Pilar Prados、Concha Sánchez

  DOI：10.1016/s0040-4020(01)85448-x

  日期：1990.1