methyl 3-acetyl-1-benzyl-1,4,5,6-tetrahydrocyclopentapyrrol-2-ylacetate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 3-acetyl-1-benzyl-1,4,5,6-tetrahydrocyclopentapyrrol-2-ylacetate
• 英文别名: methyl 2-(3-acetyl-1-benzyl-5,6-dihydro-4H-cyclopenta[b]pyrrol-2-yl)acetate
• 化学式: C₁₉H₂₁NO₃
• 分子量: 311.381
• InChiKey: DUTLYDMSVFJBGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 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：

  methyl 3-acetyl-1-benzyl-1,4,5,6-tetrahydrocyclopentapyrrol-2-ylacetate 在 氢氧化钾 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.0h， 以99%的产率得到3-acetyl-1-benzyl-1,4,5,6-tetrahydrocyclopentapyrrol-2-ylacetic acid
  参考文献：
  名称：

  Cyclopenta[b]indoles. Part 2. Model studies towards the tremorgenic mycotoxins

  摘要：

  The 7-bromocyclopenta[b]indole 3 has been converted into the hydroxybutenyl derivatives 5 and 6, and the tetrahydrofuranylidene derivative 8 in model studies towards the elaboration of paspalitrem and lolitrem type side chains. In a parallel approach, the cyclopentapyrrole 13 was converted into the fused alpha-pyrone 16 which acted as a pyrrole-2,3-quinodimethane, and underwent Diels-Alder reaction to give, after loss of carbon dioxide, the cyclopentaindoles 17-21.

  DOI：

  10.1039/p19950001131
• 作为产物：
  描述：

  乙酰氯 、 methyl 1-benzyl-1,4,5,6-tetrahydrocyclopentapyrrol-2-ylacetate 在 四氯化钛 作用下， 生成 methyl 3-acetyl-1-benzyl-1,4,5,6-tetrahydrocyclopentapyrrol-2-ylacetate
  参考文献：
  名称：

  Cyclopenta[b]indoles. Part 2. Model studies towards the tremorgenic mycotoxins

  摘要：

  The 7-bromocyclopenta[b]indole 3 has been converted into the hydroxybutenyl derivatives 5 and 6, and the tetrahydrofuranylidene derivative 8 in model studies towards the elaboration of paspalitrem and lolitrem type side chains. In a parallel approach, the cyclopentapyrrole 13 was converted into the fused alpha-pyrone 16 which acted as a pyrrole-2,3-quinodimethane, and underwent Diels-Alder reaction to give, after loss of carbon dioxide, the cyclopentaindoles 17-21.

  DOI：

  10.1039/p19950001131