ethyl 5-oxo-5-(piperidin-1-yl)pentanoate | 66035-85-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: ethyl 5-oxo-5-(piperidin-1-yl)pentanoate
• 英文别名: 5-oxo-5-piperidin-1-yl-pentanoic acid ethyl ester；5-oxo-5-piperidino-valeric acid ethyl ester；5-Oxo-5-piperidino-valeriansaeure-aethylester；ethyl 5-oxo-5-piperidin-1-ylpentanoate
• CAS: 66035-85-6
• 化学式: C₁₂H₂₁NO₃
• 分子量: 227.304
• InChiKey: AMGGNYOQLQTKLW-UHFFFAOYSA-N

物化性质

• 沸点：
  132-134 °C(Press: 0.8 Torr)
• 密度：
  1.0560 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 5-oxo-5-(piperidin-1-yl)pentanoate 在 lithium aluminium tetrahydride 、 乙醚 作用下， 生成 哌啶戊醇
  参考文献：
  名称：

  Avison, Journal of Applied Chemistry, 1951, vol. 1, p. 469,470

  摘要：

  DOI：
• 作为产物：
  描述：

  哌啶 、 戊二酸单乙酯酰氯 在 乙醚 作用下， 生成 ethyl 5-oxo-5-(piperidin-1-yl)pentanoate
  参考文献：
  名称：

  Avison, Journal of Applied Chemistry, 1951, vol. 1, p. 469,470

  摘要：

  DOI：

文献信息

• N-Heterocyclic Carbene-Catalyzed Redox Amidations of α-Functionalized Aldehydes with Amines
  作者：Jeffrey W. Bode、Stephanie S. Sohn

  DOI：10.1021/ja0768136

  日期：2007.11.1

  A catalytic method for the direct synthesis of carboxylic acid amides from amines and alpha-functionalized aldehydes is possible through the synergistic role of a N-heterocyclic carbene catalyst and imidazole, affording amides via activated carboxylates catalytically generated via an internal redox reaction of the aldehyde substrates. The use of imidazole or other N-heterocycles as an additive is essential to overcoming imine formation and serves as a uniquely reactive substrate for the generation of an acyl imidazolium intermediate that is converted to the final amide product.
• Catalytic Redox Amidations of Aldehydes with a Polymer-Supported Peptide-N-Heterocyclic Carbene Multifunctional Catalyst
  作者：Chenaimwoyo Gondo、Jeffrey Bode

  DOI：10.1055/s-0033-1338956

  日期：——

  We have prepared an oligomeric histidine-bound N-heterocyclic carbene precursor by coupling a carboxylic acid functionalized 1,2,4-triazolium salt to a peptide using solid-phase peptide synthesis. We have demonstrated that the resulting multifunctional resin-bound catalyst cooperatively facilitates redox amidation reactions of aldehydes and amines, a reaction not catalyzed by N-heterocyclic carbenes alone.
• Avison, Journal of Applied Chemistry, 1951, vol. 1, p. 469,470
  作者：Avison

  DOI：——

  日期：——
• BADALYAN V. E.; SAMODUROVA A. G.; GERASIMYAN D. A.; MARTIROSYAN K. A.; MA+, AJKAKAN KIMIAKAN AMSAGIR, ARM. XIM. ZH., 1977, 30, HO 9, 762-770
  作者：BADALYAN V. E.、 SAMODUROVA A. G.、 GERASIMYAN D. A.、 MARTIROSYAN K. A.、 MA+

  DOI：——

  日期：——