3-(4-azidophenyl)-5-(2-morpholino-2-oxoethyl)-6,7-dihydroisoxazolo[4,5-c]pyridin-4(5H)-one | 1365759-81-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂环丁烷
• 英文名称: 3-(4-azidophenyl)-5-(2-morpholino-2-oxoethyl)-6,7-dihydroisoxazolo[4,5-c]pyridin-4(5H)-one
• CAS: 1365759-81-4
• 化学式: C₁₈H₁₈N₆O₄
• 分子量: 382.379
• InChiKey: VPLLMDBYQJBVMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.14
• 重原子数：
  28.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  124.64
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3-(4-azidophenyl)-5-(2-morpholino-2-oxoethyl)-6,7-dihydroisoxazolo[4,5-c]pyridin-4(5H)-one 、 1-丙-2-炔基-环己烯 在 copper(l) iodide 、 溶剂黄146 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以99%的产率得到3-[4-[4-(Cyclohexen-1-ylmethyl)triazol-1-yl]phenyl]-5-(2-morpholin-4-yl-2-oxoethyl)-6,7-dihydro-[1,2]oxazolo[4,5-c]pyridin-4-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-(4-nitrophenyl)-4-oxo-6,7-dihydroisoxazolo[4,5-c]pyridine-5(4H)-carboxylate 在 亚硝酸特丁酯 、 叠氮基三甲基硅烷 、 sodium hydride 、 溶剂黄146 、 三氟乙酸 、 锌 作用下， 以 二氯甲烷 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.08h， 生成 3-(4-azidophenyl)-5-(2-morpholino-2-oxoethyl)-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