N-(3-(1-(N,N-dimethylsulfamoyl)-1H-imidazol-4-yl)prop-2-ynyl)-N-1-dimethyl-1H-pyrrole-2-carboxamide | 1269422-77-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-(3-(1-(N,N-dimethylsulfamoyl)-1H-imidazol-4-yl)prop-2-ynyl)-N-1-dimethyl-1H-pyrrole-2-carboxamide
• 英文别名: N-[3-[1-(dimethylsulfamoyl)imidazol-4-yl]prop-2-ynyl]-N,1-dimethylpyrrole-2-carboxamide
• CAS: 1269422-77-6
• 化学式: C₁₅H₁₉N₅O₃S
• 分子量: 349.414
• InChiKey: GVODPUUNQYCGKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  88.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(3-(1-(N,N-dimethylsulfamoyl)-1H-imidazol-4-yl)prop-2-ynyl)-N-1-dimethyl-1H-pyrrole-2-carboxamide 在 gold(III) chloride 作用下， 以 1,4-二氧六环 为溶剂， 以35%的产率得到4-(1,5-dimethyl-4-oxo-1,4,5,6-tetrahydropyrrolo[3,2-c]azepin-8-yl)-N,N-dimethyl-1H-imidazole-1-sulfonamide
  参考文献：
  名称：

  Diversity-Oriented Approach to Pyrrole-Imidazole Alkaloid Frameworks

  摘要：

  An exploration of imidazolylpropargyl amides as linchpin synthons for the construction of a diverse array of heterocyclic frameworks, many of which are related to those found in the oroidin derived alkaloids, is described. One such intermediate has been used in a formal total synthesis of cyclooroidin.

  DOI：

  10.1021/ol200067e
• 作为产物：
  描述：

  N,N'-dimethyl-N-(prop-2-ynyl)-1H-pyrrole-2-carboxamide 、 N,N-二甲基-4-碘-1H-咪唑-1-磺酰胺 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 以85%的产率得到N-(3-(1-(N,N-dimethylsulfamoyl)-1H-imidazol-4-yl)prop-2-ynyl)-N-1-dimethyl-1H-pyrrole-2-carboxamide
  参考文献：
  名称：

  Diversity-Oriented Approach to Pyrrole-Imidazole Alkaloid Frameworks

  摘要：

  An exploration of imidazolylpropargyl amides as linchpin synthons for the construction of a diverse array of heterocyclic frameworks, many of which are related to those found in the oroidin derived alkaloids, is described. One such intermediate has been used in a formal total synthesis of cyclooroidin.

  DOI：

  10.1021/ol200067e

文献信息

• Diversity-Oriented Approach to Pyrrole-Imidazole Alkaloid Frameworks
  作者：Manojkumar R. Bhandari、Muhammed Yousufuddin、Carl J. Lovely

  DOI：10.1021/ol200067e

  日期：2011.3.18

  An exploration of imidazolylpropargyl amides as linchpin synthons for the construction of a diverse array of heterocyclic frameworks, many of which are related to those found in the oroidin derived alkaloids, is described. One such intermediate has been used in a formal total synthesis of cyclooroidin.