diethyl 3-[4-(3-fluorophenyl)-1,2,3-triazol-1-yl]-2-hydroxypropylphosphonate | 1289220-64-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: diethyl 3-[4-(3-fluorophenyl)-1,2,3-triazol-1-yl]-2-hydroxypropylphosphonate
• 英文别名: 1-Diethoxyphosphoryl-3-[4-(3-fluorophenyl)triazol-1-yl]propan-2-ol
• CAS: 1289220-64-9
• 化学式: C₁₅H₂₁FN₃O₄P
• 分子量: 357.322
• InChiKey: PHOFXPLESANCCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  86.5
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  diethyl 3-[4-(3-fluorophenyl)-1,2,3-triazol-1-yl]-2-hydroxypropylphosphonate 在 三甲基溴硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以83%的产率得到3-[4-(3-fluorophenyl)-1,2,3-triazol-1-yl]-2-hydroxypropylphosphonic acid
  参考文献：
  名称：

  Synthesis of Novel 1-Hydroxy-2-(1,2,3-triazol-1-yl)ethylphosphonates and 2-Hydroxy-3-(1,2,3-triazol-1-yl)propylphosphonates

  摘要：

  Several new 1-hydroxy-2-(1,2,3-triazol-1-yl) ethylphosphonates and 2-hydroxy-3-(1,2,3-triazol-1-yl) propylphosphonates as well as the respective phosphonic acids were synthesized from diethyl 1,2-epoxyethylphosphonate and 2,3-epoxypropylphosphonate in the reaction sequence including the regioselective ring opening of the epoxide with azides followed by 1,3-dipolar cycloaddition of omega-azidophosphonates and selected alkynes and finally hydrolyses of the phosphonate esters.

  DOI：

  10.1080/10426507.2010.494646
• 作为产物：
  描述：

  2,3-环氧丙基膦酸二乙基酯 在 ammonium sulfate 、 sodium azide 、 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 甲醇 、 水 、 叔丁醇 为溶剂， 反应 4.0h， 生成 diethyl 3-[4-(3-fluorophenyl)-1,2,3-triazol-1-yl]-2-hydroxypropylphosphonate
  参考文献：
  名称：

  Synthesis of Novel 1-Hydroxy-2-(1,2,3-triazol-1-yl)ethylphosphonates and 2-Hydroxy-3-(1,2,3-triazol-1-yl)propylphosphonates

  摘要：

  Several new 1-hydroxy-2-(1,2,3-triazol-1-yl) ethylphosphonates and 2-hydroxy-3-(1,2,3-triazol-1-yl) propylphosphonates as well as the respective phosphonic acids were synthesized from diethyl 1,2-epoxyethylphosphonate and 2,3-epoxypropylphosphonate in the reaction sequence including the regioselective ring opening of the epoxide with azides followed by 1,3-dipolar cycloaddition of omega-azidophosphonates and selected alkynes and finally hydrolyses of the phosphonate esters.

  DOI：

  10.1080/10426507.2010.494646