N-(3-(1-(N,N-dimethylsulfamoyl)-1H-imidazol-4-yl)prop-2-ynyl)-N-trityl-1H-pyrrole-2-carboxamide | 1269422-70-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: N-(3-(1-(N,N-dimethylsulfamoyl)-1H-imidazol-4-yl)prop-2-ynyl)-N-trityl-1H-pyrrole-2-carboxamide
• 英文别名: N-[3-[1-(dimethylsulfamoyl)imidazol-4-yl]prop-2-ynyl]-N-trityl-1H-pyrrole-2-carboxamide
• CAS: 1269422-70-9
• 化学式: C₃₂H₂₉N₅O₃S
• 分子量: 563.68
• InChiKey: NOTFBOYOYDJHCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  41
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  99.7
• 氢给体数：
  1
• 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-trityl-1H-pyrrole-2-carboxamide 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以81%的产率得到(Z)-N,N-dimethyl-4-((1-oxo-2-trityl-2,3-dihydropyrrolo[1,2-a]pyrazin-4(1H)-ylidene)methyl)-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：

  吡咯-2-羧酸 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 草酰氯 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-(3-(1-(N,N-dimethylsulfamoyl)-1H-imidazol-4-yl)prop-2-ynyl)-N-trityl-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.