3-azido-1-(4-(4-N-methylene-1-N-phenylpiperazine)-1H-1,2,3-triazol-1-yl)propan-2-ol | 1612222-46-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 3-azido-1-(4-(4-N-methylene-1-N-phenylpiperazine)-1H-1,2,3-triazol-1-yl)propan-2-ol
• CAS: 1612222-46-4
• 化学式: C₁₆H₂₂N₈O
• 分子量: 342.404
• InChiKey: QALRJCOFSZSDFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.27
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  106.18
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  3-azido-1-(4-(4-N-methylene-1-N-phenylpiperazine)-1H-1,2,3-triazol-1-yl)propan-2-ol 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.33h， 生成 6-(4-(4-N-methylene-1-N-phenylpiperazine)-1H-1,2,3-triazol-1-yl)-6,7-dihydro-4H-[1,2,3]triazolo[5,1-c][1,4]oxazine
  参考文献：
  名称：

  Click Chemistry Inspired Synthesis of Morpholine-Fused Triazoles

  摘要：

  The synthesis of triazolyl azido alcohols from terminal alkyne via oxirane ring-opening of epichlorohydrin, followed by click reaction with alkynes, and subsequent azidation of chlorohydroxy triazoles was achieved under a one-pot methodology. The developed triazolyl azido alcohols were further utilized for the synthesis of a diverse range of morpholine-fused triazoles of chemotherapeutic value. The structure of all developed compounds has been elucidated using IR. NMR, MS, and elemental analysis, where four of them have been characterized by single-crystal X-ray analysis.

  DOI：

  10.1021/jo500890w
• 作为产物：
  描述：

  1-phenyl-4-(prop-2-ynyl)piperazine 、 环氧氯丙烷 在 sodium azide 、 Cu*O₄S^(2-)*5H₂O 、 sodium ascorbate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以40%的产率得到3-azido-1-(4-(4-N-methylene-1-N-phenylpiperazine)-1H-1,2,3-triazol-1-yl)propan-2-ol
  参考文献：
  名称：

  Click Chemistry Inspired Synthesis of Morpholine-Fused Triazoles

  摘要：

  The synthesis of triazolyl azido alcohols from terminal alkyne via oxirane ring-opening of epichlorohydrin, followed by click reaction with alkynes, and subsequent azidation of chlorohydroxy triazoles was achieved under a one-pot methodology. The developed triazolyl azido alcohols were further utilized for the synthesis of a diverse range of morpholine-fused triazoles of chemotherapeutic value. The structure of all developed compounds has been elucidated using IR. NMR, MS, and elemental analysis, where four of them have been characterized by single-crystal X-ray analysis.

  DOI：

  10.1021/jo500890w