(R)-N-benzyl-6-hydroxydodecanamide | 1385031-21-9

• 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: (R)-N-benzyl-6-hydroxydodecanamide
• 英文别名: (6R)-N-benzyl-6-hydroxydodecanamide
• CAS: 1385031-21-9
• 化学式: C₁₉H₃₁NO₂
• 分子量: 305.461
• InChiKey: MSGSVWRVQOLHEA-GOSISDBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  delta-丙位十二内酯 在 Pseudomonas cepacia lipase 作用下， 以 正己烷 为溶剂， 反应 40.0h， 生成 (R)-N-benzyl-6-hydroxydodecanamide 、 (S)-N-benzyl-6-hydroxydodecanamide 、 (S)-N-benzyl-6-acetoxydodecanamide 、 (R)-N-benzyl-6-acetoxydodecanamide
  参考文献：
  名称：

  Enantioselective Synthesis of ε-Lactones by Lipase-Catalyzed Resolution

  摘要：

  Synthesis of optically active e-dodecalactone (1) by lipase-catalyzed enantioselective acylation with racemic N-alkyl-6-hydroxydodecanamide (rac-2) as a substrate was attempted. Lipase PS-catalyzed acetylation using rac-2 progressed efficiently, and both enantiomers of 1 were obtained with over 90% optical purities.

  DOI：

  10.3987/com-12-12426

文献信息

• Enantioselective Synthesis of ε-Lactones by Lipase-Catalyzed Resolution
  作者：Yasutaka Shimotori、Masakazu Aoyama、Hidetaka Tsukasa、Tetsuo Miyakoshi

  DOI：10.3987/com-12-12426

  日期：——

  Synthesis of optically active e-dodecalactone (1) by lipase-catalyzed enantioselective acylation with racemic N-alkyl-6-hydroxydodecanamide (rac-2) as a substrate was attempted. Lipase PS-catalyzed acetylation using rac-2 progressed efficiently, and both enantiomers of 1 were obtained with over 90% optical purities.