2-bromo-4-methoxy-3-(4-methoxybenzyloxy)benzaldehyde | 1257531-06-8

• 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-bromo-4-methoxy-3-(4-methoxybenzyloxy)benzaldehyde
• 英文别名: 2-Bromo-4-methoxy-3-[(4-methoxyphenyl)methoxy]benzaldehyde；2-bromo-4-methoxy-3-[(4-methoxyphenyl)methoxy]benzaldehyde
• CAS: 1257531-06-8
• 化学式: C₁₆H₁₅BrO₄
• 分子量: 351.197
• InChiKey: RADSHOHTOWWGBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-bromo-4-methoxy-3-(4-methoxybenzyloxy)benzaldehyde 、 1-萘硼酸 在 C₂₄H₂₆ 、 C₂₄H₂₆Cl₂Pd 、 caesium carbonate 作用下， 以 甲苯 为溶剂， 反应 24.0h， 生成 C₂₆H₂₂O₄ 、 4-Methoxy-3-[(4-methoxyphenyl)methoxy]-2-naphthalen-1-ylbenzaldehyde
  参考文献：
  名称：

  Chiral Diene as the Ligand for the Synthesis of Axially Chiral Compounds via Palladium-Catalyzed Suzuki−Miyaura Coupling Reaction

  摘要：

  The first palladium-diene-catalyzed asymmetric Suzuki-Miyaura coupling reaction has been achieved. A number of functionalized biaryls were obtained in high yields and in moderate to high enantioselectivities. The existence of an ortho-formyl group greatly improves the catalyst efficiency and permits further synthetic elaborations.

  DOI：

  10.1021/ol102521q
• 作为产物：
  描述：

  2-溴-3-羟基-4-甲氧基苯甲醛 、 4-甲氧基氯苄 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以65%的产率得到2-bromo-4-methoxy-3-(4-methoxybenzyloxy)benzaldehyde
  参考文献：
  名称：

  Chiral Diene as the Ligand for the Synthesis of Axially Chiral Compounds via Palladium-Catalyzed Suzuki−Miyaura Coupling Reaction

  摘要：

  The first palladium-diene-catalyzed asymmetric Suzuki-Miyaura coupling reaction has been achieved. A number of functionalized biaryls were obtained in high yields and in moderate to high enantioselectivities. The existence of an ortho-formyl group greatly improves the catalyst efficiency and permits further synthetic elaborations.

  DOI：

  10.1021/ol102521q

文献信息

• Chiral Diene as the Ligand for the Synthesis of Axially Chiral Compounds via Palladium-Catalyzed Suzuki−Miyaura Coupling Reaction
  作者：Shu-Sheng Zhang、Zhi-Qian Wang、Ming-Hua Xu、Guo-Qiang Lin

  DOI：10.1021/ol102521q

  日期：2010.12.3

  The first palladium-diene-catalyzed asymmetric Suzuki-Miyaura coupling reaction has been achieved. A number of functionalized biaryls were obtained in high yields and in moderate to high enantioselectivities. The existence of an ortho-formyl group greatly improves the catalyst efficiency and permits further synthetic elaborations.