N-octyl-15-hydroxypentadecanoylamine | 1220909-19-2

• 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-octyl-15-hydroxypentadecanoylamine
• CAS: 1220909-19-2
• 化学式: C₂₃H₄₇NO₂
• 分子量: 369.632
• InChiKey: BVJOBGLCYUGAGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.53
• 重原子数：
  26.0
• 可旋转键数：
  21.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  49.33
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  环十五内酯 、 辛胺 在 lipase PS from Pseudomonas cepacia 、 水 作用下， 以 正十六烷 为溶剂， 反应 192.0h， 以91%的产率得到N-octyl-15-hydroxypentadecanoylamine
  参考文献：
  名称：

  Enzymatic aminolysis of lactones in aqueous miniemulsion: Catalysis through a novel pathway

  摘要：

  Lipase-catalyzed aminolysis of lactones under aqueous conditions usually leads to the hydrolysis of the ester bond with only a minor content of the corresponding amide. However, the aminolysis of pentadecanolide (PD) and hexadecanolide (HD), respectively, with oleylamine (OA) in aqueous miniemulsion under optimized conditions (temperature, concentration of enzyme, reaction time) yields >90% amide. Kinetic investigations performed with OA and PD reveal that the lipase catalyzes a novel reaction pathway, i.e., the hydrolysis of a lactone followed by the amidation requiring 30 min and 8 clays reaction time, respectively. The demands of a high amount of lipase as well as the long reaction time are caused by the low reactivity of the carboxylic group and the formation of salt with the amine. Similar reactions were performed with PD and other amines Such as dodecyl, decyl, octyl, benzyl and hexyl amine resulting the analogous amide compounds. (C) 2009 Published by Elsevier B.V.

  DOI：

  10.1016/j.molcatb.2009.11.006