(3-[tert-butyldimethylsilyloxy]-2,6-dimethylphenyl)(7-isopropenyl-2,2-diphenyl-1,3-benzodioxol-5-yl)methanol | 1357476-92-6

• 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: (3-[tert-butyldimethylsilyloxy]-2,6-dimethylphenyl)(7-isopropenyl-2,2-diphenyl-1,3-benzodioxol-5-yl)methanol
• 英文别名: [3-[Tert-butyl(dimethyl)silyl]oxy-2,6-dimethylphenyl]-(2,2-diphenyl-7-prop-1-en-2-yl-1,3-benzodioxol-5-yl)methanol
• CAS: 1357476-92-6
• 化学式: C₃₇H₄₂O₄Si
• 分子量: 578.824
• InChiKey: PTAUUJNPHCMHAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.47
• 重原子数：
  42
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3-[tert-butyldimethylsilyloxy]-2,6-dimethylphenyl)(7-isopropenyl-2,2-diphenyl-1,3-benzodioxol-5-yl)methanol 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以96%的产率得到3-[hydroxy(7-isopropenyl-2,2-diphenyl-1,3-benzodioxol-5-yl)methyl]-2,4-dimethylphenol
  参考文献：
  名称：

  Synthetic Approach to 4a-Methyltetrahydrofluorene-Type Diterpenoids via an Aromatic Oxidation of Phenol Derivatives

  摘要：

  An intramolecular aromatic oxidation of a phenolic compound with a hypervalent iodine reagent afforded the coupling product, in which the coupling took place at the para-position of the methoxy goup of the starting material instead of the desired para-position of the isopropenyl group, unfortunately.

  DOI：

  10.1080/00397911.2010.518274
• 作为产物：
  描述：

  methyl 3-hydroxy-2,6-dimethylbenzoate 在 咪唑 、 重铬酸吡啶 、 碘 、 二异丁基氢化铝 、 magnesium 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 8.0h， 生成 (3-[tert-butyldimethylsilyloxy]-2,6-dimethylphenyl)(7-isopropenyl-2,2-diphenyl-1,3-benzodioxol-5-yl)methanol
  参考文献：
  名称：

  Synthetic Approach to 4a-Methyltetrahydrofluorene-Type Diterpenoids via an Aromatic Oxidation of Phenol Derivatives

  摘要：

  An intramolecular aromatic oxidation of a phenolic compound with a hypervalent iodine reagent afforded the coupling product, in which the coupling took place at the para-position of the methoxy goup of the starting material instead of the desired para-position of the isopropenyl group, unfortunately.

  DOI：

  10.1080/00397911.2010.518274

文献信息

• Synthetic Approach to 4a-Methyltetrahydrofluorene-Type Diterpenoids via an Aromatic Oxidation of Phenol Derivatives
  作者：Wuhong Chen、Koichi Kobayashi、Kazunori Takahashi、Toshio Honda

  DOI：10.1080/00397911.2010.518274

  日期：2011.11.15

  An intramolecular aromatic oxidation of a phenolic compound with a hypervalent iodine reagent afforded the coupling product, in which the coupling took place at the para-position of the methoxy goup of the starting material instead of the desired para-position of the isopropenyl group, unfortunately.