N-((1E,3E)-5-oxopenta-1,3-dienyl)pivalamide | 1231245-47-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-((1E,3E)-5-oxopenta-1,3-dienyl)pivalamide
• 英文别名: 2,2-dimethyl-N-[(1E,3E)-5-oxopenta-1,3-dienyl]propanamide
• CAS: 1231245-47-8
• 化学式: C₁₀H₁₅NO₂
• 分子量: 181.235
• InChiKey: ZPKCCWSZCPMPFV-YDFGWWAZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-(furan-2-ylmethyl)-2,2-dimethyl-propionamide 在 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 、 hexanes 为溶剂， 以47%的产率得到N-((1E,3E)-5-oxopenta-1,3-dienyl)pivalamide
  参考文献：
  名称：

  Synthesis of N-Acyl-5-aminopenta-2,4-dienals via Base-Induced Ring-Opening of N-Acylated Furfurylamines: Scope and Limitations

  摘要：

  N-Acylation of furfurylamines provided 1, which on double deprotonation with LDA led to the formation of N-acyl-5-aminopenta-2,4-dienals 2 via an isomerization involving opening of the furan ring. The scope and limitations of the procedure were examined by considering the influence of substituents on the carbonyl group and also on the heterocycle moiety. The efficacy of the reaction was shown to be very dependent on the nature of these groups.

  DOI：

  10.1021/jo100634z

文献信息

• Synthesis of <i>N</i>-Acyl-5-aminopenta-2,4-dienals via Base-Induced Ring-Opening of <i>N</i>-Acylated Furfurylamines: Scope and Limitations
  作者：Cécile Ouairy、Patrick Michel、Bernard Delpech、David Crich、Christian Marazano

  DOI：10.1021/jo100634z

  日期：2010.6.18

  N-Acylation of furfurylamines provided 1, which on double deprotonation with LDA led to the formation of N-acyl-5-aminopenta-2,4-dienals 2 via an isomerization involving opening of the furan ring. The scope and limitations of the procedure were examined by considering the influence of substituents on the carbonyl group and also on the heterocycle moiety. The efficacy of the reaction was shown to be very dependent on the nature of these groups.