(S)-3-(5-oxopyrrolidin-2-yl)propanoic acid | 134053-92-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (S)-3-(5-oxopyrrolidin-2-yl)propanoic acid
• 英文别名: 3-[(2S)-5-oxopyrrolidin-2-yl]propanoic acid
• CAS: 134053-92-2
• 化学式: C₇H₁₁NO₃
• 分子量: 157.169
• InChiKey: CSBJIXVKDCZBPF-YFKPBYRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-3-(5-oxopyrrolidin-2-yl)propanoic acid 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 17.5h， 生成
  参考文献：
  名称：

  Catalytic Redox Amidations of Aldehydes with a Polymer-Supported Peptide-N-Heterocyclic Carbene Multifunctional Catalyst

  摘要：

  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.

  DOI：

  10.1055/s-0033-1338956
• 作为产物：
  描述：

  (S)-2,2-dimethyl-5-((5-oxopyrrolidin-2-yl)methyl)-1,3-dioxane-4,6-dione 在 吡啶 、 水 作用下， 以96%的产率得到(S)-3-(5-oxopyrrolidin-2-yl)propanoic acid
  参考文献：
  名称：

  Catalytic Redox Amidations of Aldehydes with a Polymer-Supported Peptide-N-Heterocyclic Carbene Multifunctional Catalyst

  摘要：

  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.

  DOI：

  10.1055/s-0033-1338956

文献信息

• 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.