[(Z)-1-Isopropoxy-2-(4-trifluoromethyl-phenyl)-but-1-enyloxy]-trimethyl-silane | 851166-10-4

• 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: [(Z)-1-Isopropoxy-2-(4-trifluoromethyl-phenyl)-but-1-enyloxy]-trimethyl-silane
• CAS: 851166-10-4
• 化学式: C₁₇H₂₅F₃O₂Si
• 分子量: 346.465
• InChiKey: MOHATJTWNWTGMF-UHFFFAOYSA-N

物化性质

• 沸点：
  318.9±42.0 °C(Predicted)
• 密度：
  1.045±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.06
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  [(Z)-1-Isopropoxy-2-(4-trifluoromethyl-phenyl)-but-1-enyloxy]-trimethyl-silane 、 乙酸酐 在 chiral-plannar ferrocenyl derivative 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 24.0h， 生成 2-Ethyl-3-oxo-2-(4-trifluoromethyl-phenyl)-butyric acid isopropyl ester 、 2-Ethyl-3-oxo-2-(4-trifluoromethyl-phenyl)-butyric acid isopropyl ester
  参考文献：
  名称：

  Catalytic Enantioselective Construction of All-Carbon Quaternary Stereocenters:  Synthetic and Mechanistic Studies of the C-Acylation of Silyl Ketene Acetals

  摘要：

  With the aid of an appropriate chiral catalyst, acyclic silyl ketene acetals react with anhydrides to furnish 1,3-dicarbonyl compounds that bear all-carbon quaternary stereocenters in good ee and yield. Mechanistic studies provide strong support for a catalytic cycle that involves activation of both the electrophile (anhydride -> acylpyridinium) and the nucleophile (silyl ketene acetal -> enolate).

  DOI：

  10.1021/ja043832w
• 作为产物：
  描述：

  (4-Trifluoromethyl-phenyl)-acetic acid isopropyl ester 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.75h， 生成 [(Z)-1-Isopropoxy-2-(4-trifluoromethyl-phenyl)-but-1-enyloxy]-trimethyl-silane
  参考文献：
  名称：

  Catalytic Enantioselective Construction of All-Carbon Quaternary Stereocenters:  Synthetic and Mechanistic Studies of the C-Acylation of Silyl Ketene Acetals

  摘要：

  With the aid of an appropriate chiral catalyst, acyclic silyl ketene acetals react with anhydrides to furnish 1,3-dicarbonyl compounds that bear all-carbon quaternary stereocenters in good ee and yield. Mechanistic studies provide strong support for a catalytic cycle that involves activation of both the electrophile (anhydride -> acylpyridinium) and the nucleophile (silyl ketene acetal -> enolate).

  DOI：

  10.1021/ja043832w