4-N,5-N-di(propan-2-yl)-3-(pyridin-2-ylsulfanylmethyl)-1,2-oxazole-4,5-dicarboxamide | 958979-59-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4-N,5-N-di(propan-2-yl)-3-(pyridin-2-ylsulfanylmethyl)-1,2-oxazole-4,5-dicarboxamide
• CAS: 958979-59-4
• 化学式: C₁₇H₂₂N₄O₃S
• 分子量: 362.453
• InChiKey: QQWCSRVDXYKZIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  122
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  dimethyl 3-((pyridin-2-ylthio)methyl)isoxazole-4,5-dicarboxylate 、 异丙胺 以 甲醇 为溶剂， 生成 4-N,5-N-di(propan-2-yl)-3-(pyridin-2-ylsulfanylmethyl)-1,2-oxazole-4,5-dicarboxamide
  参考文献：
  名称：

  3-(Arylthiomethyl)isoxazole-4,5-dicarboxamides: Chemoselective Nucleophilic Chemistry and Insecticidal Activity

  摘要：

  A collection of 91 3-(arylthiomethyl)isoxazole-4,5-dicarboxamides was prepared starting from dimethyl 3-(chloromethyl)isoxazole-4,5-dicarboxylate. The thioether moieties in these compounds were subsequently oxidized to give the corresponding 3-(arylsulfonylmethyl)isoxazole-4,5-dicarboxamides. By carefully controlling stoichiometry and reaction conditions, the C4 and C5 carbomethoxy groups could be differentially derivatized to carboxamides. A total of 182 trisubstituted isoxazoles are reported and deposited in the National Institutes of Health Molecular Repository; an 80 compound subset was evaluated for insecticidal activity.

  DOI：

  10.1021/jf901512t