1-{5-[hydroxy(tetrahydrofuran-2-yl)amino]isoxazol-3-yl}propan-1-one | 1629161-54-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-{5-[hydroxy(tetrahydrofuran-2-yl)amino]isoxazol-3-yl}propan-1-one
• 英文别名: 1-[5-[Hydroxy(oxolan-2-yl)amino]-1,2-oxazol-3-yl]propan-1-one；1-[5-[hydroxy(oxolan-2-yl)amino]-1,2-oxazol-3-yl]propan-1-one
• CAS: 1629161-54-1
• 化学式: C₁₀H₁₄N₂O₄
• 分子量: 226.232
• InChiKey: BEDLGYNSWXHGLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  75.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-戊烯-3-酮 在 盐酸 、 三乙胺 、 tin(ll) chloride 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 2.0h， 生成 1-{5-[hydroxy(tetrahydrofuran-2-yl)amino]isoxazol-3-yl}propan-1-one
  参考文献：
  名称：

  Chemoselective Reduction of Functionalized 5-Nitroisoxazoles: Synthesis of 5-Amino- and 5-[Hydroxy(tetrahydrofuran-2-yl)amino]isoxazoles

  摘要：

  Reduction by using SnCl2 of easily accessible 5-nitroisoxazoles substituted with an electron-withdrawing group (EWG) has been studied. Whereas the reaction in ethanol yielded 5-aminoisoxazoles, performing the reaction in tetrahydrofuran gave previously unknown 5-[hydroxy(tetrahydrofuran-2-yl)amino]isoxazoles. Both reduction procedures were optimized to afford the corresponding products in good to excellent yields. Some mechanistic details concerning the inclusion of the tetrahydrofuranyl moiety into the reaction product are discussed

  DOI：

  10.1055/s-0033-1340827

文献信息

• Chemoselective Reduction of Functionalized 5-Nitroisoxazoles: Synthesis of 5-Amino- and 5-[Hydroxy(tetrahydrofuran-2-yl)amino]isoxazoles
  作者：Elena Averina、Dmitry Vasilenko、Yuri Samoilichenko、Yuri Grishin、Victor Rybakov、Tamara Kuznetsova、Nikolay Zefirov

  DOI：10.1055/s-0033-1340827

  日期：——

  Reduction by using SnCl2 of easily accessible 5-nitroisoxazoles substituted with an electron-withdrawing group (EWG) has been studied. Whereas the reaction in ethanol yielded 5-aminoisoxazoles, performing the reaction in tetrahydrofuran gave previously unknown 5-[hydroxy(tetrahydrofuran-2-yl)amino]isoxazoles. Both reduction procedures were optimized to afford the corresponding products in good to excellent yields. Some mechanistic details concerning the inclusion of the tetrahydrofuranyl moiety into the reaction product are discussed