[(3R,4R)-4-octanoyloxyhexa-1,5-dien-3-yl] octanoate | 185399-76-2

• 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: [(3R,4R)-4-octanoyloxyhexa-1,5-dien-3-yl] octanoate
• CAS: 185399-76-2
• 化学式: C₂₂H₃₈O₄
• 分子量: 366.541
• InChiKey: RFDZXDWMJAAULS-WOJBJXKFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  26.0
• 可旋转键数：
  17.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  [(3R,4R)-4-octanoyloxyhexa-1,5-dien-3-yl] octanoate 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成 (3R,4R)-1,5-hexadiene-3,4-diol
  参考文献：
  名称：

  Kinetic Resolution of Chiral Auxiliaries with C2-Symmetry by Lipase-Catalyzed Alcoholysis and Aminolysis.

  摘要：

  Three cyclic diols, 1,2-cyclohexanediol (1), 1,3-cyclohexanediol (2), and 1,3-cyclopentanediol (3), two acyclic unsaturated diols, 1,5-hexadiene-3,4-diol (4) and 1,7-octadiyne-3,6-diol (5), and a cyclic diamine, 1,2-cyclohexanediamine (6), have been kinetically resolved in alcoholysis and aminolysis reactions, catalyzed by Candida antarctica component B lipase, using S-ethyl thiooctanoate or ethyl octanoate as acyl donors. Acceptable stereoselectivity was achieved in most cases.

  DOI：

  10.3891/acta.chem.scand.50-0918
• 作为产物：
  描述：

  辛酰氯 、 alkaline earth salt of/the/ methylsulfuric acid 以 吡啶 、 乙醚 为溶剂， 反应 24.0h， 生成 [(3R,4R)-4-octanoyloxyhexa-1,5-dien-3-yl] octanoate
  参考文献：
  名称：

  Kinetic Resolution of Chiral Auxiliaries with C2-Symmetry by Lipase-Catalyzed Alcoholysis and Aminolysis.

  摘要：

  Three cyclic diols, 1,2-cyclohexanediol (1), 1,3-cyclohexanediol (2), and 1,3-cyclopentanediol (3), two acyclic unsaturated diols, 1,5-hexadiene-3,4-diol (4) and 1,7-octadiyne-3,6-diol (5), and a cyclic diamine, 1,2-cyclohexanediamine (6), have been kinetically resolved in alcoholysis and aminolysis reactions, catalyzed by Candida antarctica component B lipase, using S-ethyl thiooctanoate or ethyl octanoate as acyl donors. Acceptable stereoselectivity was achieved in most cases.

  DOI：

  10.3891/acta.chem.scand.50-0918