4,5,6-Trimethoxy-14-methyl-8-(4-methylphenyl)-9,11,17-triazatetracyclo[8.7.0.02,7.011,16]heptadeca-1(10),2,4,6,8,12,14,16-octaene | 1356012-03-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4,5,6-Trimethoxy-14-methyl-8-(4-methylphenyl)-9,11,17-triazatetracyclo[8.7.0.02,7.011,16]heptadeca-1(10),2,4,6,8,12,14,16-octaene
• CAS: 1356012-03-7
• 化学式: C₂₅H₂₃N₃O₃
• 分子量: 413.476
• InChiKey: HENBMMFPDAQOBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  57.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-(tert-butyl)-7-methyl-2-(3,4,5-trimethoxyphenyl)imidazo[1,2-a]pyridin-3-amine 、 对甲基苯甲醛 在 三氟乙酸 作用下， 以 1,2-二氯乙烷 为溶剂， 以56%的产率得到4,5,6-Trimethoxy-14-methyl-8-(4-methylphenyl)-9,11,17-triazatetracyclo[8.7.0.02,7.011,16]heptadeca-1(10),2,4,6,8,12,14,16-octaene
  参考文献：
  名称：

  Skeletal Diverse Synthesis of N-Fused Polycyclic Heterocycles via the Sequence of Ugi-Type MCR and CuI-Catalyzed Coupling/Tandem Pictet–Spengler Reaction

  摘要：

  Several diversity-oriented syntheses of N-fused polycyclic heterocycles have been demonstrated but most of them are based on point diversity within the same library and usually involve time-consuming sequential multistep syntheses, which also suffer from low yields and/or poor precursor scopes. We have developed a new strategy for the syntheses of skeletal diverse N-fused polycyclic compounds via an Ugi-type MCR followed by a CuI-catalyzed coupling reaction or tandem Pictet-Spengler reaction. This two-step sequence provides eight distinct skeleton of fused {6-5-5-6}, {5-5-5-6}, {6-5-6-6}, and {5-5-6-6} ring systems that have applications in medicinal chemistry and chemical genetics too.

  DOI：

  10.1021/jo202255v

文献信息

• Skeletal Diverse Synthesis of N-Fused Polycyclic Heterocycles via the Sequence of Ugi-Type MCR and CuI-Catalyzed Coupling/Tandem Pictet–Spengler Reaction
  作者：Vikas Tyagi、Shahnawaz Khan、Vikas Bajpai、Harsh M. Gauniyal、Brijesh Kumar、Prem M. S. Chauhan

  DOI：10.1021/jo202255v

  日期：2012.2.3

  Several diversity-oriented syntheses of N-fused polycyclic heterocycles have been demonstrated but most of them are based on point diversity within the same library and usually involve time-consuming sequential multistep syntheses, which also suffer from low yields and/or poor precursor scopes. We have developed a new strategy for the syntheses of skeletal diverse N-fused polycyclic compounds via an Ugi-type MCR followed by a CuI-catalyzed coupling reaction or tandem Pictet-Spengler reaction. This two-step sequence provides eight distinct skeleton of fused 6-5-5-6}, 5-5-5-6}, 6-5-6-6}, and 5-5-6-6} ring systems that have applications in medicinal chemistry and chemical genetics too.