methyl (R)-3-acetoxyhexadecanoate | 1369428-39-6

• 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: methyl (R)-3-acetoxyhexadecanoate
• CAS: 1369428-39-6
• 化学式: C₁₉H₃₆O₄
• 分子量: 328.492
• InChiKey: LNSKNBASLYLDGC-GOSISDBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.18
• 重原子数：
  23.0
• 可旋转键数：
  15.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  3-氧代十六烷酸甲酯 在 Candida antarctica lipase B 、 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 、 methyl (R)-3-acetoxyhexadecanoate
  参考文献：
  名称：

  Systematic Investigation of the Kinetic Resolution of 3-Hydroxy Fatty Acid Esters Using Candida antarctica Lipase B (CALB) and the Influence of Competing Oligomerization on the Enantiomeric Ratios

  摘要：

  The kinetic resolution of 3-hydroxy fatty acid esters C8:0 to C16:0 with Candida antarctica lipase B shows common plots of the enantiomeric excesses of the product and substrate, respectively, versus the conversion and an enantiomeric ratio E of 27 calculated from ee(p). Differences in E, either calculated from the products or the substrates, could be explained by competing oligomerization as a second substrate-consuming process. This reaction is slow compared to acylation, and the remaining enantiomer was oligomerized.

  DOI：

  10.1080/00397911.2010.535132