(E)-ethoxy-(5-ethoxycarbonyl-2,6-dimethyl-3-phenylpyrrolo[1,2-c]imidazol-2-ium-7-ylidene)methanolate | 124857-22-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (E)-ethoxy-(5-ethoxycarbonyl-2,6-dimethyl-3-phenylpyrrolo[1,2-c]imidazol-2-ium-7-ylidene)methanolate
• CAS: 124857-22-3
• 化学式: C₂₀H₂₂N₂O₄
• 分子量: 354.406
• InChiKey: IAQARAGMBXVUBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.81
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  60.89
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (E)-ethoxy-(5-ethoxycarbonyl-2,6-dimethyl-3-phenylpyrrolo[1,2-c]imidazol-2-ium-7-ylidene)methanolate 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 3.0h， 生成 1,4'-Dimethyl-5-phenyl-1H,1'H-[2,2']bipyrrolyl-3,4,3',5'-tetracarboxylic acid 3',5'-diethyl ester 3,4-dimethyl ester
  参考文献：
  名称：

  Synthesis and 1,3-dipolar cycloaddition reactions of novel heteropentalene mesomeric betaines, pyrrolo[1,2-c]imidazole mesomeric betaines

  摘要：

  DOI：

  10.1021/jo00290a022
• 作为产物：
  描述：

  5-甲酰基-3-甲基-1H-吡咯-2,4-二羧酸二乙酯 、 苯亚甲基甲胺 以 苯 为溶剂， 反应 1.0h， 以58%的产率得到(E)-ethoxy-(5-ethoxycarbonyl-2,6-dimethyl-3-phenylpyrrolo[1,2-c]imidazol-2-ium-7-ylidene)methanolate
  参考文献：
  名称：

  Synthesis and 1,3-dipolar cycloaddition reactions of novel heteropentalene mesomeric betaines, pyrrolo[1,2-c]imidazole mesomeric betaines

  摘要：

  DOI：

  10.1021/jo00290a022

文献信息

• Reaction of pyrrolo[1,2-c]imidazole mesomeric betaines with diphenylcyclopropenone derivatives
  作者：Branislav Musicki

  DOI：10.1021/jo00001a023

  日期：1991.1

  The cyloaddition reactions of title mesomeric betaines to diphenylcyclopropenone and diphenylcyclopropenethione have been studied. Cycloadditions lead to either 2(1H)-pyridone, 2(1H)-pyridinethione, or bicyclo[3.1.0]hex-3-en-2-one derivatives. Formation of the bicyclo[3.1.0]hex-3-en-2-ones is highly stereoselective with exclusive formation of C-6 exo-alkoxycarbonyl or the exo-acetyl diastereoisomer. Diphenylcyclopropenone and its thione enriched with C-13 at both the 2- and 3-positions were prepared and used to determine the structures of the cycloaddition products. Possible mechanistic pathways for these reactions are considered and compared with previous postulated mechanisms for the cycloadditions of cyclopropenones to N-heterocycles and enamines.
• MUSICKI, BRANISLAV, J. ORG. CHEM., 56,(1991) N, C. 110-118
  作者：MUSICKI, BRANISLAV

  DOI：——

  日期：——
• Synthesis and 1,3-dipolar cycloaddition reactions of novel heteropentalene mesomeric betaines, pyrrolo[1,2-c]imidazole mesomeric betaines
  作者：Branislav Musicki

  DOI：10.1021/jo00290a022

  日期：1990.2