2-(3,4,5-trimethoxyphenyl)-3,4,5-trimethoxybenzaldehyde | 869284-69-5

• 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-trimethoxyphenyl)-3,4,5-trimethoxybenzaldehyde
• 英文别名: 3,4,5-Trimethoxy-2-(3,4,5-trimethoxyphenyl)benzaldehyde
• CAS: 869284-69-5
• 化学式: C₁₉H₂₂O₇
• 分子量: 362.379
• InChiKey: UOCVIIQQBBGHJP-UHFFFAOYSA-N

物化性质

• 沸点：
  462.0±45.0 °C(Predicted)
• 密度：
  1.167±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(3,4,5-trimethoxyphenyl)-3,4,5-trimethoxybenzaldehyde 在 palladium on activated charcoal 氢气 、 对甲苯磺酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 102.0h， 生成 5-(4,5,6,3',4',5'-Hexamethoxy-biphenyl-2-yl)-3,4-dimethyl-5H-furan-2-one
  参考文献：
  名称：

  The total synthesis of eupomatilones 2 and 5

  摘要：

  Efficient and diastereocontrolled syntheses of natural lignans eupomatilone 2 (1) and 5 (2) are described. Biaryl coupling was achieved using Suzuki chemistry. The lactone moiety was constructed using allylmetal reagents, which were synthesized from Baylis-Hillman adducts. Allylindium reagents were found to be most effective. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.08.140
• 作为产物：
  描述：

  3,4,5-三甲氧基苯甲醛 在 potassium fluoride 、 N-溴代丁二酰亚胺(NBS) 、 bis(triphenylphosphine)palladium(II) dichloride 作用下， 以 氯仿 、 甲苯 为溶剂， 反应 2.0h， 生成 2-(3,4,5-trimethoxyphenyl)-3,4,5-trimethoxybenzaldehyde
  参考文献：
  名称：

  The total synthesis of eupomatilones 2 and 5

  摘要：

  Efficient and diastereocontrolled syntheses of natural lignans eupomatilone 2 (1) and 5 (2) are described. Biaryl coupling was achieved using Suzuki chemistry. The lactone moiety was constructed using allylmetal reagents, which were synthesized from Baylis-Hillman adducts. Allylindium reagents were found to be most effective. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.08.140

文献信息

• WO2007/81966
  申请人：——

  公开号：——

  公开（公告）日：——
• Total Synthesis of the Eupomatilones
  作者：Soumya Mitra、Srinivas Reddy Gurrala、Robert S. Coleman

  DOI：10.1021/jo701415m

  日期：2007.11.1

  Full details of the total syntheses of five members of the eupomatilone family of lignans are reported.
• SMALL-MOLECULES FOR TREATING CANCER AND ABNORMAL CELL PROLIFERATION DISORDERS
  申请人：Neamati Nouri

  公开号：US20070203224A1

  公开（公告）日：2007-08-30

  Novel compounds and compositions that can be used to bind tubulin, prevent tubulin polymerization, inhibit cell growth, arrest cell cycle, cause cell death, or treat cancer or abnormal cell proliferation disorders. Also disclosed are methods for identifying, synthesizing, and using such compounds.
• [EN] SMALL MOLECULES FOR TREATING CANCER AND ABNORMAL CELL PROLIFERATION DISORDERS<br/>[FR] PETITES MOLÉCULES POUR TRAITER UN CANCER ET DES TROUBLES DE PROLIFÉRATION CELLULAIRE ANORMALE
  申请人：UNIV SOUTHERN CALIFORNIA

  公开号：WO2007081966A2

  公开（公告）日：2007-07-19

  [EN] Novel compounds and compositions that can be used to bind tubulin, prevent tubulin polymerization, inhibit cell growth, arrest cell cyle, cause cell death, or treat cancer or abnormal cell proliferation disorders. Also disclosed are methods for identifying, synthesizing, and using such compounds.
  [FR] L'invention concerne de nouveaux composés et compositions qui peuvent être utilisés pour lier la tubuline, empêcher la polymérisation de la tubuline, inhiber la croissance cellulaire, arrêter un cycle cellulaire, causer une mort cellulaire ou traiter un cancer ou des troubles d'une prolifération cellulaire anormale. Des méthodes pour identifier, synthétiser et utiliser de tels composés sont aussi décrites.
• The total synthesis of eupomatilones 2 and 5
  作者：George W. Kabalka、Bollu Venkataiah

  DOI：10.1016/j.tetlet.2005.08.140

  日期：2005.10

  Efficient and diastereocontrolled syntheses of natural lignans eupomatilone 2 (1) and 5 (2) are described. Biaryl coupling was achieved using Suzuki chemistry. The lactone moiety was constructed using allylmetal reagents, which were synthesized from Baylis-Hillman adducts. Allylindium reagents were found to be most effective. (c) 2005 Elsevier Ltd. All rights reserved.