3-(4-nitrophenyl)-4-oxo-6-benzoyloxy-3a,4,6,6a-tetrahydrofuro<3,4-d>isoxazole | 133942-65-1

• 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-(4-nitrophenyl)-4-oxo-6-benzoyloxy-3a,4,6,6a-tetrahydrofuro<3,4-d>isoxazole
• 英文别名: [(3aR,6R,6aS)-3-(4-nitrophenyl)-4-oxo-6,6a-dihydro-3aH-furo[3,4-d][1,2]oxazol-6-yl] benzoate
• CAS: 133942-65-1
• 化学式: C₁₈H₁₂N₂O₇
• 分子量: 368.302
• InChiKey: UYDPMNPLKFEPTG-XUWXXGDYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  120
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-benzoyloxy-5-oxo-2,5-dihydrofuran 、 (1E)-N-hydroxy-4-nitrobenzenecarboximidoyl chloride 在 三乙胺 作用下， 以 乙醚 为溶剂， 以27%的产率得到3-(4-nitrophenyl)-4-oxo-6-benzoyloxy-3a,4,6,6a-tetrahydrofuro<3,4-d>isoxazole
  参考文献：
  名称：

  Regio- and stereoselective 1,3-dipolar cycloaddition of arylnitrile oxides to 5-acetoxy-2(5H)-furanone

  摘要：

  Arylnitrile oxides undergo regio- and stereo-specific 1,3-dipolar cycloaddition reactions with 5-acetoxy-2(5H)-furanone. In each case a single product 3a-3g results from an anti approach to the 5-acetoxy substituent, the oxygen of the 1,3-dipole being attached to C-4 of furan. Under similar conditions 5-benzoyloxy-2(5H)-furanone yields 3h-3i. The structures of the adducts were determined by H-1 and C-13-NMR spectroscopy.

  DOI：

  10.1007/bf00809361

文献信息

• Regio- and stereoselective 1,3-dipolar cycloaddition of arylnitrile oxides to 5-acetoxy-2(5H)-furanone
  作者：Peter Oravec、Ľubor Fišera、Roman Gažo

  DOI：10.1007/bf00809361

  日期：1991.3

  Arylnitrile oxides undergo regio- and stereo-specific 1,3-dipolar cycloaddition reactions with 5-acetoxy-2(5H)-furanone. In each case a single product 3a-3g results from an anti approach to the 5-acetoxy substituent, the oxygen of the 1,3-dipole being attached to C-4 of furan. Under similar conditions 5-benzoyloxy-2(5H)-furanone yields 3h-3i. The structures of the adducts were determined by H-1 and C-13-NMR spectroscopy.