3,4,5-Trimethoxy-2-(4-methoxyphenyl)-benzylalkohol | 101747-43-7

• 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: 3,4,5-Trimethoxy-2-(4-methoxyphenyl)-benzylalkohol
• 英文别名: (4,4',5,6-tetramethoxybiphenyl-2-yl)methanol
• CAS: 101747-43-7
• 化学式: C₁₇H₂₀O₅
• 分子量: 304.343
• InChiKey: ARXHMIHZDZTQAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.88
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  57.15
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3,4,5-Trimethoxy-2-(4-methoxyphenyl)-benzylalkohol 在 三溴化磷 作用下， 以 二氯甲烷 为溶剂， 反应 0.75h， 以89%的产率得到2,3,4,4'-tetramethoxy-6-(bromomethyl)biphenyl
  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：

  4,4',5,6-tetramethoxybiphenyl-2-carbaldehyde 在 甲醇 、 sodium tetrahydroborate 作用下， 以85%的产率得到3,4,5-Trimethoxy-2-(4-methoxyphenyl)-benzylalkohol
  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

• Pd-catalyzed atom-efficient cross-coupling of triarylbismuth reagents with protecting group-free iodophenylmethanols: Synthesis of biarylmethanols
  作者：Maddali L.N. Rao、Suresh Meka

  DOI：10.1016/j.tetlet.2020.151676

  日期：2020.3

  An atom-efficient procedure for the synthesis of functionalized biarylmethanols via the Pd-catalyzed cross-coupling reactions of differently functionalized iodophenylmethanols and triarylbismuth reagents is described. This protecting group-free direct couplings of 2-, 3- or 4-iodophenylmethanols with triarylbismuth reagents afforded biarylmethanols in good to high yields.

  描述了通过不同功能化的碘代苯基甲醇与三芳基铋试剂的钯催化交叉偶联反应合成功能化联芳基甲醇的原子有效程序。这种2-，3-或4-碘苯基甲醇与三芳基铋试剂的无保护基团的直接偶联以良好或高收率提供了联芳基甲醇。
• Über die roten Anile, 3. Mitt.
  作者：J. Michalský、M. Smrž

  DOI：10.1007/bf00901751

  日期：1960.3