2,4,6-tris(4-((tert-butyldimethylsilyl)oxy)-5-methoxy-2-methylphenyl)-1,3,5,2,4,6-trioxatriborinane | 1453107-64-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,4,6-tris(4-((tert-butyldimethylsilyl)oxy)-5-methoxy-2-methylphenyl)-1,3,5,2,4,6-trioxatriborinane
• CAS: 1453107-64-6
• 化学式: C₄₂H₆₉B₃O₉Si₃
• 分子量: 834.694
• InChiKey: QALOTCBATOVUGW-UHFFFAOYSA-N

物化性质

• 沸点：
  698.9±65.0 °C(predicted)
• 密度：
  1.04±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.34
• 重原子数：
  57.0
• 可旋转键数：
  12.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  83.07
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2-溴-3-羟基-4-甲氧基苯甲醛 、 2,4,6-tris(4-((tert-butyldimethylsilyl)oxy)-5-methoxy-2-methylphenyl)-1,3,5,2,4,6-trioxatriborinane 在 2-双环己基膦-2',6'-二甲氧基联苯 、 palladium diacetate 作用下， 反应 48.0h， 以70%的产率得到4'-((tert-butyldimethylsilyl)oxy)-6-hydroxy-5,5'-dimethoxy-2'-methyl-[1,1'-biphenyl]-2-carbaldehyde
  参考文献：
  名称：

  Concise Synthesis of the Hasubanan Alkaloid (±)-Cepharatine A Using a Suzuki Coupling Reaction To Effect o,p-Phenolic Coupling

  摘要：

  Suzuki coupling of 10 and 11 resulted in 9, which was O-alkylated to provide 12. Treatment of 12 with CsF in DMF resulted in the formation of the completed core structure 13 in a single step. Reductive amination of 13 completed the synthesis of (+/-)-cepharatine A, 4.

  DOI：

  10.1021/ol402302k
• 作为产物：
  描述：

  (4-bromo-2-methoxy-5-methylphenoxy)(tert-butyl)dimethylsilane 在 正丁基锂 、 硼酸三异丙酯 作用下， 以 四氢呋喃 为溶剂， 以85.2%的产率得到2,4,6-tris(4-((tert-butyldimethylsilyl)oxy)-5-methoxy-2-methylphenyl)-1,3,5,2,4,6-trioxatriborinane
  参考文献：
  名称：

  Concise Synthesis of the Hasubanan Alkaloid (±)-Cepharatine A Using a Suzuki Coupling Reaction To Effect o,p-Phenolic Coupling

  摘要：

  Suzuki coupling of 10 and 11 resulted in 9, which was O-alkylated to provide 12. Treatment of 12 with CsF in DMF resulted in the formation of the completed core structure 13 in a single step. Reductive amination of 13 completed the synthesis of (+/-)-cepharatine A, 4.

  DOI：

  10.1021/ol402302k