3',5'-dimethylphenyl 2-bromo-3,4,5-trimethoxybenzoate | 956030-95-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 3',5'-dimethylphenyl 2-bromo-3,4,5-trimethoxybenzoate
• 英文别名: (3,5-Dimethylphenyl) 2-bromo-3,4,5-trimethoxybenzoate
• CAS: 956030-95-8
• 化学式: C₁₈H₁₉BrO₅
• 分子量: 395.25
• InChiKey: JMLDURMZXTXGPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3',5'-dimethylphenyl 2-bromo-3,4,5-trimethoxybenzoate 在 palladium diacetate sodium acetate 、 三苯基膦 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 24.0h， 以42%的产率得到1,3-dimethyl-8,9,10-trimethoxy-6H-dibenzo[b,d]pyran-6-one
  参考文献：
  名称：

  Total synthesis of 3,3′,4-tri-O-methylellagic acid from gallic acid

  摘要：

  Total synthesis of 3,3',4-tri-O-methylellagic acid has been described from commercially available gallic acid. Construction of the crucial unsymmetric Ar-Ar bond has been carried out in various methods such as Heck coupling, Heck coupling followed by oxidation or anionic Fries rearrangement, Suzuki cross-coupling, etc., but all the attempts were unsuccessful. Then, finally it has been achieved by intramolecular Ullmann coupling reaction. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.07.103
• 作为产物：
  描述：

  3,4,5-三甲氧基苯甲酸 在 4-二甲氨基吡啶 、 sodium hydroxide 、 1,3-二溴-5,5-二甲基海因 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 43.0h， 生成 3',5'-dimethylphenyl 2-bromo-3,4,5-trimethoxybenzoate
  参考文献：
  名称：

  Total synthesis of 3,3′,4-tri-O-methylellagic acid from gallic acid

  摘要：

  Total synthesis of 3,3',4-tri-O-methylellagic acid has been described from commercially available gallic acid. Construction of the crucial unsymmetric Ar-Ar bond has been carried out in various methods such as Heck coupling, Heck coupling followed by oxidation or anionic Fries rearrangement, Suzuki cross-coupling, etc., but all the attempts were unsuccessful. Then, finally it has been achieved by intramolecular Ullmann coupling reaction. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.07.103