methyl 1-(quinolin-8-ylcarbamoyl)cyclobutane-1-carboxylate | 1571067-18-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: methyl 1-(quinolin-8-ylcarbamoyl)cyclobutane-1-carboxylate
• CAS: 1571067-18-9
• 化学式: C₁₆H₁₆N₂O₃
• 分子量: 284.315
• InChiKey: BWXNSOUMRHREIK-UHFFFAOYSA-N

物化性质

• 沸点：
  509.2±30.0 °C(predicted)
• 密度：
  1.335±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.52
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  68.29
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl 1-(quinolin-8-ylcarbamoyl)cyclobutane-1-carboxylate 、 3-iodo-1-tosyl-1-indole 在 silver(I) acetate 、 palladium diacetate 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以21%的产率得到methyl 1-(quinolin-8-ylcarbamoyl)-2,4-bis(1-tosyl-1H-indol-3-yl)cyclobutane-1-carboxylate
  参考文献：
  名称：

  Applications of C–H Functionalization Logic to Cyclobutane Synthesis

  摘要：

  The application of C-H functionalization logic to target-oriented synthesis provides an exciting new venue for the development of new and useful strategies in organic chemistry. In this article, C-H functionalization reactions are explored as an alternative approach to access pseudodimeric cyclobutane natural products, such as the dictazole and the piperarborenine families. The use of these strategies in a variety of complex settings highlights the subtle geometric, steric, and electronic effects at play in the auxiliary guided C-H fimctionalization of cyclobutanes.

  DOI：

  10.1021/jo4027148
• 作为产物：
  描述：

  1,1-环丁基二羧酸二甲酯 在 1-丙基磷酸酐 、 三乙胺 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 、 乙酸乙酯 为溶剂， 反应 36.0h， 生成 methyl 1-(quinolin-8-ylcarbamoyl)cyclobutane-1-carboxylate
  参考文献：
  名称：

  Applications of C–H Functionalization Logic to Cyclobutane Synthesis

  摘要：

  The application of C-H functionalization logic to target-oriented synthesis provides an exciting new venue for the development of new and useful strategies in organic chemistry. In this article, C-H functionalization reactions are explored as an alternative approach to access pseudodimeric cyclobutane natural products, such as the dictazole and the piperarborenine families. The use of these strategies in a variety of complex settings highlights the subtle geometric, steric, and electronic effects at play in the auxiliary guided C-H fimctionalization of cyclobutanes.

  DOI：

  10.1021/jo4027148