dimethyl N-benzyl-3-(3,4-dimethoxyphenyl)-4-(4-methoxyphenyl)pyrrole-2,5-dicarboxylate | 1144503-32-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: dimethyl N-benzyl-3-(3,4-dimethoxyphenyl)-4-(4-methoxyphenyl)pyrrole-2,5-dicarboxylate
• CAS: 1144503-32-1
• 化学式: C₃₀H₂₉NO₇
• 分子量: 515.563
• InChiKey: HXPMDDSQHGORQJ-UHFFFAOYSA-N

物化性质

• 熔点：
  110.5-112 °C(Solvent: Dichloromethane; Hexane)
• 沸点：
  655.1±55.0 °C(predicted)
• 密度：
  1.18±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.47
• 重原子数：
  38.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  85.22
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  dimethyl N-benzyl-3-(3,4-dimethoxyphenyl)-4-(4-methoxyphenyl)pyrrole-2,5-dicarboxylate 在 Pearlman's catalist 、 甲酸铵 作用下， 以 乙醇 为溶剂， 以69%的产率得到dimethyI 3-(3,4-dimethoxyphenyI)-4-(4-methoxyphenyI)pyrrole-2,5-dicarboxylate
  参考文献：
  名称：

  A General Method for the Synthesis of N-Unsubstituted 3,4-Diarylpyrrole-2,5-dicarboxylates

  摘要：

  A general method for the synthesis of N-unsubstituted 3,4-diarylpyrrole-2,5-dicarboxylates (3) has been developed. The key reactions involved are the Hinsberg-type synthesis of dimethyl N-benzyl-3,4-dihydroxypyrrole-2,5-dicarboxylate (6) followed by palladium-catalyzed Suzuki-Miyaura coupling of its bis-triflate derivative (7). The N-benzyl protecting group of the resulting 3,4-diarylpyrrole-2,5-dicarboxylates (8) is cleanly removed under hydrogenolytic or solvolytic conditions.

  DOI：

  10.3987/com-08-s(f)89
• 作为产物：
  描述：

  dimethyl N-benzyl-3-(3,4-dimethoxyphenyl)-4-(trifluoromethanesulfonyloxy)pyrrole-2,5-dicarboxylate 、 4-甲氧基苯硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 以96%的产率得到dimethyl N-benzyl-3-(3,4-dimethoxyphenyl)-4-(4-methoxyphenyl)pyrrole-2,5-dicarboxylate
  参考文献：
  名称：

  A General Method for the Synthesis of N-Unsubstituted 3,4-Diarylpyrrole-2,5-dicarboxylates

  摘要：

  A general method for the synthesis of N-unsubstituted 3,4-diarylpyrrole-2,5-dicarboxylates (3) has been developed. The key reactions involved are the Hinsberg-type synthesis of dimethyl N-benzyl-3,4-dihydroxypyrrole-2,5-dicarboxylate (6) followed by palladium-catalyzed Suzuki-Miyaura coupling of its bis-triflate derivative (7). The N-benzyl protecting group of the resulting 3,4-diarylpyrrole-2,5-dicarboxylates (8) is cleanly removed under hydrogenolytic or solvolytic conditions.

  DOI：

  10.3987/com-08-s(f)89