(S)-6-hydroxydodecanoic acid | 1385031-33-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: (S)-6-hydroxydodecanoic acid
• 英文别名: (6S)-6-hydroxydodecanoic acid
• CAS: 1385031-33-3
• 化学式: C₁₂H₂₄O₃
• 分子量: 216.321
• InChiKey: JSSMLGKWQYPKBS-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-6-hydroxydodecanoic acid 在 Novozym 435 作用下， 以 环戊基甲醚 为溶剂， 反应 3.0h， 以70%的产率得到(S)-ε-dodecalactone
  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
• 作为产物：
  描述：

  N-methyl-6-hydroxydodecanamide 在 Pseudomonas cepacia lipase 、 sodium carbonate 、 sodium hydroxide 作用下， 以 甲醇 、 正己烷 为溶剂， 反应 33.0h， 生成 (S)-6-hydroxydodecanoic acid
  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.