2,4-diacetoxyphenyl undecyl ketone | 251463-52-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,4-diacetoxyphenyl undecyl ketone
• CAS: 251463-52-2
• 化学式: C₂₂H₃₂O₅
• 分子量: 376.493
• InChiKey: XVBVVNGWXZBLMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.64
• 重原子数：
  27.0
• 可旋转键数：
  13.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  69.67
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2,4-diacetoxyphenyl undecyl ketone 在 porcine pancreatic lipase 作用下， 以 四氢呋喃 、 正丁醇 为溶剂， 反应 24.0h， 以45%的产率得到2-acetoxy-4-hydroxyphenyl undecyl ketone
  参考文献：
  名称：

  Lipase-catalysed regio- and enantioselective deacetylation of 2,4-diacetoxyphenyl alkyl ketones

  摘要：

  Porcine pancreatic lipase in tetrahydrofuran catalyses the deacetylation of 2,4-diacetoxyphenyl alkyl ketones in a highly regioselective fashion. The strategy of regioselective deacetylation of diacetoxyphenyl alkyl ketones has also resulted in the enantiomeric resolution of a racemic diacetoxyphenyl alkyl ketone, i.e. (+/-)-2,4-diacetoxyphenyl (1-ethyl)pentyl ketone, a precursor for the synthesis of an antifungal coumarin, 7-acetoxy-4-(1-ethyl)pentyl-3-phenyl-2H-1-benzopyran-2-one.

  DOI：

  10.1016/s0968-0896(99)00109-1
• 作为产物：
  描述：

  1-(2,4-二羟基苯基)十二烷-1-酮 、 乙酸酐 以 吡啶 为溶剂， 以80%的产率得到2,4-diacetoxyphenyl undecyl ketone
  参考文献：
  名称：

  Lipase-catalysed regio- and enantioselective deacetylation of 2,4-diacetoxyphenyl alkyl ketones

  摘要：

  Porcine pancreatic lipase in tetrahydrofuran catalyses the deacetylation of 2,4-diacetoxyphenyl alkyl ketones in a highly regioselective fashion. The strategy of regioselective deacetylation of diacetoxyphenyl alkyl ketones has also resulted in the enantiomeric resolution of a racemic diacetoxyphenyl alkyl ketone, i.e. (+/-)-2,4-diacetoxyphenyl (1-ethyl)pentyl ketone, a precursor for the synthesis of an antifungal coumarin, 7-acetoxy-4-(1-ethyl)pentyl-3-phenyl-2H-1-benzopyran-2-one.

  DOI：

  10.1016/s0968-0896(99)00109-1