15-Benzyl-14-morpholin-4-yl-10,16-diazatetracyclo[8.7.0.02,7.012,17]heptadeca-2,4,6,12,14,16-hexaen-11-one | 1628726-68-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 15-Benzyl-14-morpholin-4-yl-10,16-diazatetracyclo[8.7.0.02,7.012,17]heptadeca-2,4,6,12,14,16-hexaen-11-one
• 英文别名: 15-benzyl-14-morpholin-4-yl-10,16-diazatetracyclo[8.7.0.02,7.012,17]heptadeca-2,4,6,12,14,16-hexaen-11-one
• CAS: 1628726-68-0
• 化学式: C₂₆H₂₅N₃O₂
• 分子量: 411.503
• InChiKey: OGROZDUBGRJKEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  31
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  45.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  马来酸酐 、 四氢异喹啉 、 2-异氰基-1-吗啉-4-基-3-苯基丙烷-1-酮 在 2-碘酰基苯甲酸 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以42%的产率得到15-Benzyl-14-morpholin-4-yl-10,16-diazatetracyclo[8.7.0.02,7.012,17]heptadeca-2,4,6,12,14,16-hexaen-11-one
  参考文献：
  名称：

  One-Pot Synthesis of Nuevamine Aza-Analogues by Combined Use of an Oxidative Ugi Type Reaction and Aza-Diels–Alder Cycloaddition

  摘要：

  A rapid and efficient one-pot synthesis of a series of four novel nuevamine aza-analogues is described based on the oxidative Ugi-type reaction and aza-Diels-Alder reaction as post-functionalization. A simple IBX-mediated oxidation of a secondary amine followed by isonitrile -addition and finally an aza-Diels-Alder cycloaddition provides the desired compounds in excellent overall yields considering the short reaction time, atom economy, and the molecular complexity of the final products. This protocol presents a highly attractive procedure for the rapid generation of fused polyheterocycles.

  DOI：

  10.1055/s-0033-1340218

文献信息

• One-Pot Synthesis of Nuevamine Aza-Analogues by Combined Use of an Oxidative Ugi Type Reaction and Aza-Diels–Alder Cycloaddition
  作者：Eduardo González-Zamora、Alejandro Islas-Jácome、Atilano Gutiérrez-Carrillo、Miguel García-Garibay

  DOI：10.1055/s-0033-1340218

  日期：——

  A rapid and efficient one-pot synthesis of a series of four novel nuevamine aza-analogues is described based on the oxidative Ugi-type reaction and aza-Diels-Alder reaction as post-functionalization. A simple IBX-mediated oxidation of a secondary amine followed by isonitrile -addition and finally an aza-Diels-Alder cycloaddition provides the desired compounds in excellent overall yields considering the short reaction time, atom economy, and the molecular complexity of the final products. This protocol presents a highly attractive procedure for the rapid generation of fused polyheterocycles.