[3-[[3-(Oxan-2-yloxymethyl)-1,2-oxazol-5-yl]methoxy]phenyl]methyl benzoate | 196698-73-4

• 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: [3-[[3-(Oxan-2-yloxymethyl)-1,2-oxazol-5-yl]methoxy]phenyl]methyl benzoate
• CAS: 196698-73-4
• 化学式: C₂₄H₂₅NO₆
• 分子量: 423.466
• InChiKey: LWKWHQHNZWVRRW-UHFFFAOYSA-N

物化性质

• 沸点：
  591.8±50.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  80
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [3-[[3-(Oxan-2-yloxymethyl)-1,2-oxazol-5-yl]methoxy]phenyl]methyl benzoate 在 Dowex 50W-X₈ resin 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以96%的产率得到[3-[[3-(Hydroxymethyl)-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：

  2-(2-硝基乙氧基)四氢吡喃 、 (3-Prop-2-ynoxyphenyl)methyl benzoate 在 对苯二异氰酸酯 、 三乙胺 作用下， 以 苯 为溶剂， 以74%的产率得到[3-[[3-(Oxan-2-yloxymethyl)-1,2-oxazol-5-yl]methoxy]phenyl]methyl benzoate
  参考文献：
  名称：

  Use of Diisocyanates for in Situ Preparation of Nitrile Oxides:  Preparation of Isoxazoles and Isoxazolines

  摘要：

  DOI：

  10.1021/jo980411m

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%.
• Use of Diisocyanates for in Situ Preparation of Nitrile Oxides:  Preparation of Isoxazoles and Isoxazolines
  作者：Eric J. Kantorowski、Sean P. Brown、Mark J. Kurth

  DOI：10.1021/jo980411m

  日期：1998.7.1