3-(4-methoxyphenyl)-2-methylisoxazolidin-5-yl acetate | 145616-54-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 3-(4-methoxyphenyl)-2-methylisoxazolidin-5-yl acetate
• CAS: 145616-54-2；145616-56-4
• 化学式: C₁₃H₁₇NO₄
• 分子量: 251.282
• InChiKey: CEXUFESJLOMMDI-UHFFFAOYSA-N

物化性质

• 沸点：
  341.3±52.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.89
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  48.0
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-(4-methoxyphenyl)-2-methylisoxazolidin-5-yl acetate 在 硫酸 作用下， 反应 0.25h， 以74%的产率得到C-p-methoxystyryl-N-methyl nitrone
  参考文献：
  名称：

  Ring-opening of isoxazolidine system: Homologation of 3-aryl into 3-styryl nitrones via intermediate 5-hydroxy-isoxazolidines.

  摘要：

  High yield conversion of 3-aryl-5-ethoxy-isoxazolidines into 3-styryl nitrones has been achieved by 1,5 h refluxing in aq. H2SO4 or catalytic p-toluensulfonic acid/ethanol media. The rearrangement pathway is interpretable on the basis of the ring-opening process of intermediate 5-hydroxy-isoxazolidines. Formation of a masked 5-OH function has been also developed by basic or acid treatment of 5-acetoxy-isoxazolidines.

  DOI：

  10.1016/s0040-4020(01)88315-0
• 作为产物：
  描述：

  (Z)-N-methyl-1-(p-tolyl)methanimine oxide 、 C-(4-methoxyphenyl)-N-methyl nitrone 反应 240.0h， 以62%的产率得到3-(4-methoxyphenyl)-2-methylisoxazolidin-5-yl acetate
  参考文献：
  名称：

  Ring-opening of isoxazolidine system: Homologation of 3-aryl into 3-styryl nitrones via intermediate 5-hydroxy-isoxazolidines.

  摘要：

  High yield conversion of 3-aryl-5-ethoxy-isoxazolidines into 3-styryl nitrones has been achieved by 1,5 h refluxing in aq. H2SO4 or catalytic p-toluensulfonic acid/ethanol media. The rearrangement pathway is interpretable on the basis of the ring-opening process of intermediate 5-hydroxy-isoxazolidines. Formation of a masked 5-OH function has been also developed by basic or acid treatment of 5-acetoxy-isoxazolidines.

  DOI：

  10.1016/s0040-4020(01)88315-0

文献信息

• Ring-opening of isoxazolidine system: Homologation of 3-aryl into 3-styryl nitrones via intermediate 5-hydroxy-isoxazolidines.
  作者：Ugo Chiacchio、Angelo Liguori、Giovanni Romeo、Giovanni Sindona、Nicola Uccella

  DOI：10.1016/s0040-4020(01)88315-0

  日期：1992.1

  High yield conversion of 3-aryl-5-ethoxy-isoxazolidines into 3-styryl nitrones has been achieved by 1,5 h refluxing in aq. H2SO4 or catalytic p-toluensulfonic acid/ethanol media. The rearrangement pathway is interpretable on the basis of the ring-opening process of intermediate 5-hydroxy-isoxazolidines. Formation of a masked 5-OH function has been also developed by basic or acid treatment of 5-acetoxy-isoxazolidines.