[3-[[3-(Chloromethyl)-1,2-oxazol-5-yl]methoxy]phenyl]methyl benzoate | 196698-75-6

• 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-[[3-(Chloromethyl)-1,2-oxazol-5-yl]methoxy]phenyl]methyl benzoate
• CAS: 196698-75-6
• 化学式: C₁₉H₁₆ClNO₄
• 分子量: 357.793
• InChiKey: JTYNCXHVWUHUSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  61.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [3-[[3-(Chloromethyl)-1,2-oxazol-5-yl]methoxy]phenyl]methyl benzoate 在 potassium carbonate 、 异氰酸苯酯 、 三乙胺 、 sodium iodide 作用下， 以 四氢呋喃 、 丙酮 、 苯 为溶剂， 反应 36.0h， 生成 [3-[[3-[[Benzyl-[(3-phenyl-4,5-dihydro-1,2-oxazol-5-yl)methyl]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
• 作为产物：
  描述：

  [3-[[3-(Oxan-2-yloxymethyl)-1,2-oxazol-5-yl]methoxy]phenyl]methyl benzoate 在 Dowex 50W-X₈ resin 、 甲基磺酰氯 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 [3-[[3-(Chloromethyl)-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

文献信息

• Solid-Phase Synthesis of Isoxazoles and Isoxazolines:  En Route to a New Class of Ionophores
  作者：Eric J. Kantorowski、Mark J. Kurth

  DOI：10.1021/jo970712g

  日期：1997.10.1

  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%.