tetraethyl (10E,25E)-pentacyclo[26.2.2.25,8.213,16.220,23]octatriaconta-1(31),5,7,10,13,15,20(34),21,23(33),25,28(32),29,35,37-tetradecaene-3,3,18,18-tetracarboxylate | 1350815-71-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tetraethyl (10E,25E)-pentacyclo[26.2.2.25,8.213,16.220,23]octatriaconta-1(31),5,7,10,13,15,20(34),21,23(33),25,28(32),29,35,37-tetradecaene-3,3,18,18-tetracarboxylate
• CAS: 1350815-71-2
• 化学式: C₅₀H₅₆O₈
• 分子量: 784.99
• InChiKey: SMBMZMOTFDKQRR-WGDLNXRISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.4
• 重原子数：
  58
• 可旋转键数：
  12
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  tetraethyl (10E,25E)-pentacyclo[26.2.2.25,8.213,16.220,23]octatriaconta-1(31),5,7,10,13,15,20(34),21,23(33),25,28(32),29,35,37-tetradecaene-3,3,18,18-tetracarboxylate 在 5%-palladium/activated carbon 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 6.0h， 以90%的产率得到Tetraethyl pentacyclo[26.2.2.25,8.213,16.220,23]octatriaconta-1(31),5,7,13,15,20(34),21,23(33),28(32),29,35,37-dodecaene-3,3,18,18-tetracarboxylate
  参考文献：
  名称：

  Diversity-Oriented Approach to Macrocyclic Cyclophane Derivatives by Suzuki–Miyaura Cross-Coupling and Olefin Metathesis as Key Steps

  摘要：

  Palladium-catalyzed Suzuki Miyaura (SM) cross-coupling reaction with allylboronic acid pinacol ester and titanium assisted cross-metathesis (CM)/ring-closing metathesis (RCM) cascade has been used to synthesize macrocydic cydophane derivatives.

  DOI：

  10.1021/jo2020714
• 作为产物：
  描述：

  diethyl 2,2-bis(4-bromobenzyl)malonate 在 Grubbs catalyst first generation 、 titanium(IV) isopropylate 、 四(三苯基膦)钯 、 cesium fluoride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 55.17h， 生成 tetraethyl (10E,25E)-pentacyclo[26.2.2.25,8.213,16.220,23]octatriaconta-1(31),5,7,10,13,15,20(34),21,23(33),25,28(32),29,35,37-tetradecaene-3,3,18,18-tetracarboxylate
  参考文献：
  名称：

  Diversity-Oriented Approach to Macrocyclic Cyclophane Derivatives by Suzuki–Miyaura Cross-Coupling and Olefin Metathesis as Key Steps

  摘要：

  Palladium-catalyzed Suzuki Miyaura (SM) cross-coupling reaction with allylboronic acid pinacol ester and titanium assisted cross-metathesis (CM)/ring-closing metathesis (RCM) cascade has been used to synthesize macrocydic cydophane derivatives.

  DOI：

  10.1021/jo2020714

文献信息

• Diversity-Oriented Approach to Macrocyclic Cyclophane Derivatives by Suzuki–Miyaura Cross-Coupling and Olefin Metathesis as Key Steps
  作者：Sambasivarao Kotha、Arjun S. Chavan、Mobin Shaikh

  DOI：10.1021/jo2020714

  日期：2012.1.6

  Palladium-catalyzed Suzuki Miyaura (SM) cross-coupling reaction with allylboronic acid pinacol ester and titanium assisted cross-metathesis (CM)/ring-closing metathesis (RCM) cascade has been used to synthesize macrocydic cydophane derivatives.