[3-[[3-[[Benzyl(prop-2-enyl)amino]methyl]-1,2-oxazol-5-yl]methoxy]phenyl]methyl benzoate | 196698-78-9

• 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-[[3-[[Benzyl(prop-2-enyl)amino]methyl]-1,2-oxazol-5-yl]methoxy]phenyl]methyl benzoate
• CAS: 196698-78-9
• 化学式: C₂₉H₂₈N₂O₄
• 分子量: 468.552
• InChiKey: CLISOYJWIPNALN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  35
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  64.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [3-[[3-[[Benzyl(prop-2-enyl)amino]methyl]-1,2-oxazol-5-yl]methoxy]phenyl]methyl benzoate 在 sodium methylate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以96%的产率得到[3-[[3-[[Benzyl(prop-2-enyl)amino]methyl]-1,2-oxazol-5-yl]methoxy]phenyl]methanol
  参考文献：
  名称：

  Solid-Phase Synthesis of Isoxazoles and Isoxazolines:  En Route to a New Class of Ionophores

  摘要：

  Solid-phase organic synthesis (SPOS) was employed in the construction of isoxazole and/or isoxazoline polyheterocyclic systems. The [3 + 2] cycloaddition reactions of nitrile oxides, generated from the corresponding primary nitro compounds, with resin-bound alkynes or alkenes were highly efficient both chemically and with regard to purification. A parallel solution-phase synthesis was carried out which compared the synthetic efficiency in both media. SPOS of isoxazole/isoxazoline 11, employing a functionalized polystyrene resin, was found to be more efficient than the solution-phase approach. Three other oligoisoxazoles were prepared with average yields per step being 82, 84, and 89%.

  DOI：

  10.1021/jo970712g
• 作为产物：
  描述：

  [3-[[3-(Hydroxymethyl)-1,2-oxazol-5-yl]methoxy]phenyl]methyl benzoate 在 N-溴代丁二酰亚胺(NBS) 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 [3-[[3-[[Benzyl(prop-2-enyl)amino]methyl]-1,2-oxazol-5-yl]methoxy]phenyl]methyl benzoate
  参考文献：
  名称：

  Solid-Phase Synthesis of Isoxazoles and Isoxazolines:  En Route to a New Class of Ionophores

  摘要：

  Solid-phase organic synthesis (SPOS) was employed in the construction of isoxazole and/or isoxazoline polyheterocyclic systems. The [3 + 2] cycloaddition reactions of nitrile oxides, generated from the corresponding primary nitro compounds, with resin-bound alkynes or alkenes were highly efficient both chemically and with regard to purification. A parallel solution-phase synthesis was carried out which compared the synthetic efficiency in both media. SPOS of isoxazole/isoxazoline 11, employing a functionalized polystyrene resin, was found to be more efficient than the solution-phase approach. Three other oligoisoxazoles were prepared with average yields per step being 82, 84, and 89%.

  DOI：

  10.1021/jo970712g