3-phenyl-5-[4-(prop-2-yn-1-yloxy)phenyl]-1,2,4-oxadiazole | 915910-02-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-phenyl-5-[4-(prop-2-yn-1-yloxy)phenyl]-1,2,4-oxadiazole
• 英文别名: 3-phenyl-5-(4-prop-2-ynoxyphenyl)-1,2,4-oxadiazole
• CAS: 915910-02-0
• 化学式: C₁₇H₁₂N₂O₂
• 分子量: 276.294
• InChiKey: WVUSTPBSUUAQKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  48.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-phenyl-5-[4-(prop-2-yn-1-yloxy)phenyl]-1,2,4-oxadiazole 、 2-乙酰氨基-3,4,6-三-O-乙酰基-2-脱氧-Β-D-吡喃葡萄糖酰基叠氮化物 在 copper diacetate 、 sodium ascorbate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 20.0h， 以63%的产率得到5-(4-{[1-(3,4,6-tri-O-acetyl-2-acetylamino-2-deoxy-β-D-glucopyranosyl)-1H-1,2,3-triazol-4-yl]methoxy}phenyl)-3-phenyl-1,2,4-oxadiazole
  参考文献：
  名称：

  Synthesis of glycosyl-triazole linked 1,2,4-oxadiazoles

  摘要：

  The synthesis of four different types of oxadiazoles containing a terminal acetylenic group is described. Reaction of these oxadiazoles with various azidoglycosides via a copper-catalyzed [3+2] cycloaddition ('click chemistry') afforded the corresponding glycosyl-triazole linked 1,2,4-oxadiazoles in good yields. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.07.011
• 作为产物：
  描述：

  3-苯基-5-(4-甲氧基苯基)-1,2,4-恶二唑 在 三溴化硼 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 50.0h， 生成 3-phenyl-5-[4-(prop-2-yn-1-yloxy)phenyl]-1,2,4-oxadiazole
  参考文献：
  名称：

  Synthesis of glycosyl-triazole linked 1,2,4-oxadiazoles

  摘要：

  The synthesis of four different types of oxadiazoles containing a terminal acetylenic group is described. Reaction of these oxadiazoles with various azidoglycosides via a copper-catalyzed [3+2] cycloaddition ('click chemistry') afforded the corresponding glycosyl-triazole linked 1,2,4-oxadiazoles in good yields. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.07.011

文献信息

• Synthesis of glycosyl-triazole linked 1,2,4-oxadiazoles
  作者：Janaína V. dos Anjos、Denis Sinou、Sebastiao J. de Melo、Rajendra M. Srivastava

  DOI：10.1016/j.carres.2007.07.011

  日期：2007.11

  The synthesis of four different types of oxadiazoles containing a terminal acetylenic group is described. Reaction of these oxadiazoles with various azidoglycosides via a copper-catalyzed [3+2] cycloaddition ('click chemistry') afforded the corresponding glycosyl-triazole linked 1,2,4-oxadiazoles in good yields. (C) 2007 Elsevier Ltd. All rights reserved.