N,N-diethyl-2-hydroxy-decanamide | 141330-02-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N,N-diethyl-2-hydroxy-decanamide
• 英文别名: N,N-diethyl-2-hydroxydecanamide
• CAS: 141330-02-1
• 化学式: C₁₄H₂₉NO₂
• 分子量: 243.39
• InChiKey: XEYOYUZJFMKLGE-UHFFFAOYSA-N

物化性质

• 沸点：
  350.9±25.0 °C(Predicted)
• 密度：
  0.929±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  羟基癸酸 在 吡啶 、 4-二甲氨基吡啶 、 草酰氯 、 N,N-二甲基甲酰胺 、 柠檬酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 8.0h， 生成 N,N-diethyl-2-hydroxy-decanamide
  参考文献：
  名称：

  A One Pot Procedure for the Synthesis of α-Hydroxyamides from the Corresponding α-Hydroxyacids

  摘要：

  Alpha-hydroxyamides are synthesized from the cooresponding alpha-hydroxyacids by generation of the bis-trimethylsilyl derivative and treating it with oxalyl chloride. Following addition of the appropriate amine, the TMS ether is hydrolyzed in the workup to provide the desired alpha-hydroxyamide. As summarized in Table 1, this reaction has proven to be general and compatible with chiral alpha-hydroxyacids affording the desired alpha-hydroxyamides in excellent yield (77-99%).

  DOI：

  10.1080/00397919208020850

文献信息

• The First Transformation of Aliphatic <i>α</i><i>,</i><i>β</i>-Epoxyamides into <i>α</i>-Hydroxyamides
  作者：José M. Concellón、Eva Bardales

  DOI：10.1021/ol035757k

  日期：2003.12.1

  [GRAPHICS]A general synthesis of aliphatic alpha-hydroxyamides with total regioselectivity by a reductive cleaveage of the C-beta-O bond of aliphatic alpha,beta-epoxyamides, promoted by samarium diiodide and MeOH, is described. The treatment of enantiopure aliphatic alpha,beta-epoxyamides afforded enantiomerically enriched aliphatic alpha-hydroxyamides. A radical mechanism has been proposed to explain this reaction.