2-[(4-methylphenyl)-(1H-pyrrol-2-yl)methyl]-1-(4-methylphenyl)sulfonylpyrrole | 1167990-42-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-[(4-methylphenyl)-(1H-pyrrol-2-yl)methyl]-1-(4-methylphenyl)sulfonylpyrrole
• CAS: 1167990-42-2
• 化学式: C₂₃H₂₂N₂O₂S
• 分子量: 390.506
• InChiKey: RUKBVUREXNAURJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  63.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[(4-methylphenyl)-(1H-pyrrol-2-yl)methyl]-1-(4-methylphenyl)sulfonylpyrrole 、 [N-(phenylsulfonyl)-pyrrol-3-yl]-(4-methylphenyl)-methanol 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以2.3 g的产率得到2-[[5-[[1-(benzenesulfonyl)pyrrol-3-yl]-(4-methylphenyl)methyl]-1H-pyrrol-2-yl]-(4-methylphenyl)methyl]-1-(4-methylphenyl)sulfonylpyrrole
  参考文献：
  名称：

  Rational Synthesis of Tripyrranes

  摘要：

  The rational, chromatography-free synthesis of two regioisomeric 5,10-diaryltripyrranes from pyrrole and aromatic acids has been developed. The strategy is general and should be applicable to a broad range of acids. This methodology was successfully applied to the synthesis of monoprotected dipyrrane. The oxidation of N,N'-bis-mesyltripyrrane under basic conditions led to the formation of both known tripyrrin-1-one and unknown 1-methoxytripyrrin-a fluorescent dye strongly absorbing green light.

  DOI：

  10.1021/jo900602z
• 作为产物：
  描述：

  吡咯 、 {N-[(4-methylphenyl)sulfonyl]-pyrrol-2-yl}-(4-methylphenyl)methanol 在 三氟乙酸 作用下， 反应 20.0h， 以91%的产率得到2-[(4-methylphenyl)-(1H-pyrrol-2-yl)methyl]-1-(4-methylphenyl)sulfonylpyrrole
  参考文献：
  名称：

  Rational Synthesis of Tripyrranes

  摘要：

  The rational, chromatography-free synthesis of two regioisomeric 5,10-diaryltripyrranes from pyrrole and aromatic acids has been developed. The strategy is general and should be applicable to a broad range of acids. This methodology was successfully applied to the synthesis of monoprotected dipyrrane. The oxidation of N,N'-bis-mesyltripyrrane under basic conditions led to the formation of both known tripyrrin-1-one and unknown 1-methoxytripyrrin-a fluorescent dye strongly absorbing green light.

  DOI：

  10.1021/jo900602z

文献信息

• Rational Synthesis of Tripyrranes
  作者：Michał Gałeęzowski、Jarosław Jaźwiński、Jan P. Lewtak、Daniel T. Gryko

  DOI：10.1021/jo900602z

  日期：2009.8.7

  The rational, chromatography-free synthesis of two regioisomeric 5,10-diaryltripyrranes from pyrrole and aromatic acids has been developed. The strategy is general and should be applicable to a broad range of acids. This methodology was successfully applied to the synthesis of monoprotected dipyrrane. The oxidation of N,N'-bis-mesyltripyrrane under basic conditions led to the formation of both known tripyrrin-1-one and unknown 1-methoxytripyrrin-a fluorescent dye strongly absorbing green light.