2-[6-(4-Acetylphenyl)-2,2-dimethyl-1,3-benzodioxol-5-yl]ethyl methyl carbonate | 1040282-02-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-[6-(4-Acetylphenyl)-2,2-dimethyl-1,3-benzodioxol-5-yl]ethyl methyl carbonate
• 英文别名: 2-[6-(4-acetylphenyl)-2,2-dimethyl-1,3-benzodioxol-5-yl]ethyl methyl carbonate
• CAS: 1040282-02-7
• 化学式: C₂₁H₂₂O₆
• 分子量: 370.402
• InChiKey: YFLJTVJYLXUDPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-(6-chloro-2,2-dimethylbenzo[d][1,3]dioxol-5-yl)ethyl methyl carbonate 、 4-乙酰基苯硼酸 在 2-双环己基膦-2',6'-二甲氧基联苯 、 tris(dibenzylideneacetone)dipalladium (0) 、 potassium phosphate 作用下， 以 1,4-二氧六环 为溶剂， 反应 15.17h， 以87%的产率得到2-[6-(4-Acetylphenyl)-2,2-dimethyl-1,3-benzodioxol-5-yl]ethyl methyl carbonate
  参考文献：
  名称：

  2-Arylhydroxytyrosol Derivatives via Suzuki−Miyaura Cross-Coupling

  摘要：

  2-Arylhydroxytyrosol derivatives, a new class of hydroxytyrosol derivatives, have been prepared in high to excellent yields from the corresponding 2-chloro precursors via Suzuki-Miyaura cross-coupling with arylboronic acids containing electron-donating, electron-withdrawing, as well as ortho substituents. A remarkable halide effect has been observed. 2-lodo- and 2-bromohydroxytyrosol derivatives have been found to be ineffective cross-coupling partners in many cases. The acetonide and carbonate protecting groups can be readily removed.

  DOI：

  10.1021/ol8012292

文献信息

• 2-Arylhydroxytyrosol Derivatives via Suzuki−Miyaura Cross-Coupling
  作者：Roberta Bernini、Sandro Cacchi、Giancarlo Fabrizi、Eleonora Filisti

  DOI：10.1021/ol8012292

  日期：2008.8.21

  2-Arylhydroxytyrosol derivatives, a new class of hydroxytyrosol derivatives, have been prepared in high to excellent yields from the corresponding 2-chloro precursors via Suzuki-Miyaura cross-coupling with arylboronic acids containing electron-donating, electron-withdrawing, as well as ortho substituents. A remarkable halide effect has been observed. 2-lodo- and 2-bromohydroxytyrosol derivatives have been found to be ineffective cross-coupling partners in many cases. The acetonide and carbonate protecting groups can be readily removed.