tetraethyl (5E)-3,6-bis(2,4,6-trimethoxyphenyl)hex-5-ene-1,1,4,4-tetracarboxylate | 1337952-31-4

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: tetraethyl (5E)-3,6-bis(2,4,6-trimethoxyphenyl)hex-5-ene-1,1,4,4-tetracarboxylate
• 英文别名: tetraethyl (E)-3,6-bis(2,4,6-trimethoxyphenyl)hex-5-ene-1,1,4,4-tetracarboxylate
• CAS: 1337952-31-4
• 化学式: C₃₆H₄₈O₁₄
• 分子量: 704.769
• InChiKey: GTSMIOHARDTVHU-FOCLMDBBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  50
• 可旋转键数：
  24
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  161
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  diethyl 2-(2,4,6-trimethoxybenzylidene)malonate 在 aluminum (III) chloride 、 sodium hydride 作用下， 以 二氯甲烷 、 二甲基亚砜 、 mineral oil 为溶剂， 反应 23.58h， 生成 tetraethyl (5E)-3,6-bis(2,4,6-trimethoxyphenyl)hex-5-ene-1,1,4,4-tetracarboxylate
  参考文献：
  名称：

  (3 + 3)-Cyclodimerization of Donor–Acceptor Cyclopropanes. Three Routes to Six-Membered Rings

  摘要：

  The ability of donor acceptor cyclopropanes to (3 + 3)-cyclodimerize is disclosed. It has been found that Lewis acid-induced transformations of 2-(hetero)arylcyclopropane-1,1-dicarboxylates containing electron-abundant aromatic substituents led to the construction of six-membered cyclic systems. Depending on the substrate properties and the Lewis acid applied, three types of products can be obtained: (1) 1,4-diarylcyclohexanes, (2) 1-aryl-1,2,3,4-tetrahydronaphthalenes, and (3) 9,10-dihydroanthracenes.

  DOI：

  10.1021/jo201612w

文献信息

• (3 + 3)-Cyclodimerization of Donor–Acceptor Cyclopropanes. Three Routes to Six-Membered Rings
  作者：Olga A. Ivanova、Ekaterina M. Budynina、Alexey O. Chagarovskiy、Igor V. Trushkov、Mikhail Ya. Melnikov

  DOI：10.1021/jo201612w

  日期：2011.11.4

  The ability of donor acceptor cyclopropanes to (3 + 3)-cyclodimerize is disclosed. It has been found that Lewis acid-induced transformations of 2-(hetero)arylcyclopropane-1,1-dicarboxylates containing electron-abundant aromatic substituents led to the construction of six-membered cyclic systems. Depending on the substrate properties and the Lewis acid applied, three types of products can be obtained: (1) 1,4-diarylcyclohexanes, (2) 1-aryl-1,2,3,4-tetrahydronaphthalenes, and (3) 9,10-dihydroanthracenes.