3-(2-fluorophenyl)-5-(prop-2-yn-1-yl)-6,7-dihydroisoxazolo[4,5-c]pyridin-4(5H)-one | 1365759-03-0

• 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-(2-fluorophenyl)-5-(prop-2-yn-1-yl)-6,7-dihydroisoxazolo[4,5-c]pyridin-4(5H)-one
• CAS: 1365759-03-0
• 化学式: C₁₅H₁₁FN₂O₂
• 分子量: 270.263
• InChiKey: QVPJOSJXCRMHJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.11
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  46.34
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  叠氮环戊烷 、 3-(2-fluorophenyl)-5-(prop-2-yn-1-yl)-6,7-dihydroisoxazolo[4,5-c]pyridin-4(5H)-one 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以92%的产率得到5-((1-cyclopentyl-1H-1,2,3-triazol-4-yl)methyl)-3-(2-fluorophenyl)-6,7-dihydroisoxazolo[4,5-c]pyridin-4(5H)-one
  参考文献：
  名称：

  Isoxazolodihydropyridinones: 1,3-Dipolar Cycloaddition of Nitrile Oxides onto 2,4-Dioxopiperidines

  摘要：

  Practical and efficient methods have been developed for the diversity-oriented synthesis of isoxazolodihydropyridinones via the 1,3-dipolar cycloaddition of nitrile oxides onto 2,4-dioxopiperidines. A select few of these isoxazolodihydropyridinones were further elaborated with triazoles by copper-catalyzed azide-alkyne cycloaddition reactions. A total of 70 compounds and intermediates were synthesized and analyzed for drug likeness. Sixty-four of these novel compounds were submitted to the NIH Molecular Libraries Small Molecule Repository for high-throughput biological screening.

  DOI：

  10.1021/co200200u
• 作为产物：
  描述：

  t-butyl 3-(2-fluorophenyl)-4-oxo-6,7-dihydroisoxazolo[4,5-c]pyridine-5(4H)-carboxylate 在 sodium hydride 、 三氟乙酸 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 8.5h， 生成 3-(2-fluorophenyl)-5-(prop-2-yn-1-yl)-6,7-dihydroisoxazolo[4,5-c]pyridin-4(5H)-one
  参考文献：
  名称：

  Isoxazolodihydropyridinones: 1,3-Dipolar Cycloaddition of Nitrile Oxides onto 2,4-Dioxopiperidines

  摘要：

  Practical and efficient methods have been developed for the diversity-oriented synthesis of isoxazolodihydropyridinones via the 1,3-dipolar cycloaddition of nitrile oxides onto 2,4-dioxopiperidines. A select few of these isoxazolodihydropyridinones were further elaborated with triazoles by copper-catalyzed azide-alkyne cycloaddition reactions. A total of 70 compounds and intermediates were synthesized and analyzed for drug likeness. Sixty-four of these novel compounds were submitted to the NIH Molecular Libraries Small Molecule Repository for high-throughput biological screening.

  DOI：

  10.1021/co200200u