Methyl 5-(5-phenyl-4,5-dihydro-1,2-oxazol-3-yl)pentanoate | 1261632-16-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Methyl 5-(5-phenyl-4,5-dihydro-1,2-oxazol-3-yl)pentanoate
• CAS: 1261632-16-9
• 化学式: C₁₅H₁₉NO₃
• 分子量: 261.321
• InChiKey: WIKKGPJQKZYXTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  47.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯乙烯 、 cyclohexane-1,2-dione monooxime 在 碘苯二乙酸 、 三氟乙酸 作用下， 以 甲醇 为溶剂， 以23%的产率得到Methyl 5-(5-phenyl-4,5-dihydro-1,2-oxazol-3-yl)pentanoate
  参考文献：
  名称：

  Oxidation of α-Oxo-Oximes to Nitrile Oxides with Hypervalent Iodine Reagents

  摘要：

  Upon reaction with PhI(OAc)(2), alpha-oxo-aldoximes are oxidized to alpha-oxo-nitrile oxides, while alpha-oxo-ketoximes are converted into nitrile oxides via the oxidative cleavage of the carbonyl-imino sigma bond. The nitrile oxides thus formed were trapped with norbornene or styrene in good yield. alpha,alpha'-Dioxo-ketoximes react less efficiently.

  DOI：

  10.1021/jo102241s

文献信息

• Oxidation of α-Oxo-Oximes to Nitrile Oxides with Hypervalent Iodine Reagents
  作者：Tim Jen、Brian A. Mendelsohn、Marco A. Ciufolini

  DOI：10.1021/jo102241s

  日期：2011.1.21

  Upon reaction with PhI(OAc)(2), alpha-oxo-aldoximes are oxidized to alpha-oxo-nitrile oxides, while alpha-oxo-ketoximes are converted into nitrile oxides via the oxidative cleavage of the carbonyl-imino sigma bond. The nitrile oxides thus formed were trapped with norbornene or styrene in good yield. alpha,alpha'-Dioxo-ketoximes react less efficiently.