methyl 2-(6-oxo-2,4,5,6-tetrahydrocyclopenta[c]pyrrol-4-yl)acetate | 1357495-80-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2-(6-oxo-2,4,5,6-tetrahydrocyclopenta[c]pyrrol-4-yl)acetate
• 英文别名: methyl 2-(4-oxo-5,6-dihydro-2H-cyclopenta[c]pyrrol-6-yl)acetate
• CAS: 1357495-80-7
• 化学式: C₁₀H₁₁NO₃
• 分子量: 193.202
• InChiKey: DLXDVFQIJGJYKI-UHFFFAOYSA-N

物化性质

• 沸点：
  336.8±30.0 °C(Predicted)
• 密度：
  1.280±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  59.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  Cyclopent-2-ene-4-one-1-acetic acid 在 sodium hydride 、 potassium carbonate 作用下， 以 乙醚 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.33h， 生成 methyl 2-(6-oxo-2,4,5,6-tetrahydrocyclopenta[c]pyrrol-4-yl)acetate
  参考文献：
  名称：

  Synthesis of 3,4-fused cycloalkanopyrroles by 1,3-dipolar cycloaddition

  摘要：

  The synthesis of a number of 3,4-fused cycloalkanopyrroles bearing substituents on the cycloalkane ring was accomplished by 1,3-dipolar cycloaddition. The yield of the cyclization appeared to depend on the base-sensitivity of the Michael acceptor, but the method is applicable across a broad range of cyclic alpha,beta-unsaturated ketone esters. Functional group transformations can be undertaken following pyrrole synthesis to increase the diversity of cycloalkanopyrroles accessible by this method. One pyrrole thus made is a diester of a conformationally-constrained analogue of porphobilinogen, the precursor of the natural tetrapyrroles. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.12.013

文献信息

• Synthesis of 3,4-fused cycloalkanopyrroles by 1,3-dipolar cycloaddition
  作者：James M. Kelly、Finian J. Leeper

  DOI：10.1016/j.tetlet.2011.12.013

  日期：2012.2

  The synthesis of a number of 3,4-fused cycloalkanopyrroles bearing substituents on the cycloalkane ring was accomplished by 1,3-dipolar cycloaddition. The yield of the cyclization appeared to depend on the base-sensitivity of the Michael acceptor, but the method is applicable across a broad range of cyclic alpha,beta-unsaturated ketone esters. Functional group transformations can be undertaken following pyrrole synthesis to increase the diversity of cycloalkanopyrroles accessible by this method. One pyrrole thus made is a diester of a conformationally-constrained analogue of porphobilinogen, the precursor of the natural tetrapyrroles. (C) 2011 Elsevier Ltd. All rights reserved.