1-benzyl-5-chloro-4-formyl-2-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester | 901764-64-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-benzyl-5-chloro-4-formyl-2-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester
• 英文别名: Ethyl 1-benzyl-5-chloro-4-formyl-2-phenyl-1 h-pyrrole-3-carboxylate；ethyl 1-benzyl-5-chloro-4-formyl-2-phenylpyrrole-3-carboxylate
• CAS: 901764-64-5
• 化学式: C₂₁H₁₈ClNO₃
• 分子量: 367.832
• InChiKey: XMJDTONZZCBOJM-UHFFFAOYSA-N

物化性质

• 熔点：
  82-84 °C
• 沸点：
  544.4±50.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  48.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-benzyl-5-chloro-4-formyl-2-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以64%的产率得到6-benzyl-5-chloro-7-phenyl-2,6-dihydro-pyrrolo[3,4-d]pyridazin-1-one
  参考文献：
  名称：

  Synthesis of 5-aryl-2-oxopyrrole derivatives as synthons for highly substituted pyrroles

  摘要：

  A small library of 2-oxo-5-(hetero)arylpyrroles was prepared starting from 2,3-dioxo-5-(hetero)arylpyrrolidines. The large synthetic possibilities of these 2-oxopyrroles were investigated. The 2-oxopyrroles offer a large number of possible derivatizations including reactions with electrophiles. The chloroformylation of 2-oxo-5-(hetero)arylpyrroles provides pyrrole carbaldehydes. Some pyrrole carbaldehydes were used to synthesize polycyclic compounds like pyrrolo[3,4-d]pyridazinones, a thienopyrrole, apyrrolobenz[1,4]oxazepine, a pyrrolobenzo[1,4]thiazepine, and a pyrrolobenzo[1,4]diazepine. Hereby we showed through a short exploration that the oxopyrroles and analogues are interesting and versatile synthetic building blocks. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.04.005
• 作为产物：
  描述：

  丁二酸,苯甲酰-,二乙基酯 在 溶剂黄146 、 三氯氧磷 作用下， 反应 6.0h， 生成 1-benzyl-5-chloro-4-formyl-2-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis of 5-aryl-2-oxopyrrole derivatives as synthons for highly substituted pyrroles

  摘要：

  A small library of 2-oxo-5-(hetero)arylpyrroles was prepared starting from 2,3-dioxo-5-(hetero)arylpyrrolidines. The large synthetic possibilities of these 2-oxopyrroles were investigated. The 2-oxopyrroles offer a large number of possible derivatizations including reactions with electrophiles. The chloroformylation of 2-oxo-5-(hetero)arylpyrroles provides pyrrole carbaldehydes. Some pyrrole carbaldehydes were used to synthesize polycyclic compounds like pyrrolo[3,4-d]pyridazinones, a thienopyrrole, apyrrolobenz[1,4]oxazepine, a pyrrolobenzo[1,4]thiazepine, and a pyrrolobenzo[1,4]diazepine. Hereby we showed through a short exploration that the oxopyrroles and analogues are interesting and versatile synthetic building blocks. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.04.005