5-Cyano-4-ethyl-2-formyl-1H-pyrrole-3-carboxylic acid benzyl ester | 124857-18-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-Cyano-4-ethyl-2-formyl-1H-pyrrole-3-carboxylic acid benzyl ester
• 英文别名: benzyl 5-cyano-4-ethyl-2-formyl-1H-pyrrole-3-carboxylate
• CAS: 124857-18-7
• 化学式: C₁₆H₁₄N₂O₃
• 分子量: 282.299
• InChiKey: DPUDCSBYNOUTPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  83
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-Cyano-4-ethyl-2-formyl-1H-pyrrole-3-carboxylic acid benzyl ester 、 盐酸甲胺 在 sodium acetate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以89%的产率得到5-ethyl-3-(3-ethyl-4-ethynyl-2-(4-phenylbut-1-en-2-yl)cyclopenta-1,3-dien-1-yl)-4-ethynyl-2-methyl-6-(4-phenylbut-1-en-2-yl)-1,3a-dihydropentalene
  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：

  4-Ethyl-5-(hydroxyimino-methyl)-2-methyl-1H-pyrrole-3-carboxylic acid benzyl ester 在 磺酰氯 、 水 、 乙酸酐 作用下， 生成 5-Cyano-4-ethyl-2-formyl-1H-pyrrole-3-carboxylic acid benzyl 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

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.
• 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