2-[3,4,5-Trimethoxy-2-(4-methoxyphenyl)phenyl]acetic acid | 912328-85-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[3,4,5-Trimethoxy-2-(4-methoxyphenyl)phenyl]acetic acid
• CAS: 912328-85-9
• 化学式: C₁₈H₂₀O₆
• 分子量: 332.353
• InChiKey: HZUZEZAWRYLMQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[3,4,5-Trimethoxy-2-(4-methoxyphenyl)phenyl]acetic acid 在 甲烷磺酸 作用下， 反应 2.5h， 以75%的产率得到2,3,4,7-Tetramethoxy-[9]phenanthrol
  参考文献：
  名称：

  Application of Aryl Siloxane Cross-Coupling to the Synthesis of Allocolchicinoids

  摘要：

  In this communication, we report a new approach to the allocolchicine carbocyclic skeleton based upon an aryl siloxane coupling reaction and a phenanthrol ring expansion. These key steps allow for the selective functionalization of every carbon within the carbocyclic framework. The siloxane coupling-phenanthrol sequence was applied to the synthesis of two allocolchicinoids, including the first fully synthetic approach to N-acetyl colchinol-O-methyl ether (NCME).

  DOI：

  10.1021/ol061413t
• 作为产物：
  描述：

  2,3,4,4'-tetramethoxy-6-(bromomethyl)biphenyl 在 氢氧化钾 作用下， 以 乙醇 、 水 、 二甲基亚砜 为溶剂， 反应 15.0h， 生成 2-[3,4,5-Trimethoxy-2-(4-methoxyphenyl)phenyl]acetic acid
  参考文献：
  名称：

  Application of Aryl Siloxane Cross-Coupling to the Synthesis of Allocolchicinoids

  摘要：

  In this communication, we report a new approach to the allocolchicine carbocyclic skeleton based upon an aryl siloxane coupling reaction and a phenanthrol ring expansion. These key steps allow for the selective functionalization of every carbon within the carbocyclic framework. The siloxane coupling-phenanthrol sequence was applied to the synthesis of two allocolchicinoids, including the first fully synthetic approach to N-acetyl colchinol-O-methyl ether (NCME).

  DOI：

  10.1021/ol061413t

文献信息

• Application of Aryl Siloxane Cross-Coupling to the Synthesis of Allocolchicinoids
  作者：W. Michael Seganish、Philip DeShong

  DOI：10.1021/ol061413t

  日期：2006.8.1

  In this communication, we report a new approach to the allocolchicine carbocyclic skeleton based upon an aryl siloxane coupling reaction and a phenanthrol ring expansion. These key steps allow for the selective functionalization of every carbon within the carbocyclic framework. The siloxane coupling-phenanthrol sequence was applied to the synthesis of two allocolchicinoids, including the first fully synthetic approach to N-acetyl colchinol-O-methyl ether (NCME).