2-isopropyl-5-ethoxyisoxazolidine

• 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: 2-isopropyl-5-ethoxyisoxazolidine
• 英文别名: 5-Ethoxy-2-isopropylisoxazolidine；5-ethoxy-2-propan-2-yl-1,2-oxazolidine
• 化学式: C₈H₁₇NO₂
• 分子量: 159.228
• InChiKey: HWHORMRGACHSKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 N-异丙基羟胺 、 乙烯基乙醚 以 乙醇 为溶剂， 反应 2.0h， 以61%的产率得到2-isopropyl-5-ethoxyisoxazolidine
  参考文献：
  名称：

  NMR study of the anomeric effect and nitrogen inversion in some isoxazolidines

  摘要：

  A series of isoxazolidines with various alkyl substituents at N and an ethoxy group at C(5) have been synthesised and their NMR spectra recorded over a range of temperatures. The NMR spectra at low temperature indicate the presence of two isomers due to slow nitrogen inversion. The nitrogen inversion barriers are determined using complete band shape analysis and are found to be in the range 59.3-65.6 kJ mol(-1). The strong anomeric effect exerted by the C(5) ethoxy group locks the substituent in the pseudoaxial orientation. The cis isomers are found to be more stable than the trans isomers.

  DOI：

  10.1016/0584-8539(95)01452-7

文献信息

• NMR study of the anomeric effect and nitrogen inversion in some isoxazolidines
  作者：Sk.Asrof Ali、Azfar Hassan、Mohammed I.M Wazeer

  DOI：10.1016/0584-8539(95)01452-7

  日期：1995.11

  A series of isoxazolidines with various alkyl substituents at N and an ethoxy group at C(5) have been synthesised and their NMR spectra recorded over a range of temperatures. The NMR spectra at low temperature indicate the presence of two isomers due to slow nitrogen inversion. The nitrogen inversion barriers are determined using complete band shape analysis and are found to be in the range 59.3-65.6 kJ mol(-1). The strong anomeric effect exerted by the C(5) ethoxy group locks the substituent in the pseudoaxial orientation. The cis isomers are found to be more stable than the trans isomers.