(S)-1-phenyldodecyl acetate

• 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: (S)-1-phenyldodecyl acetate
• 英文别名: [(1S)-1-phenyldodecyl] acetate
• 化学式: C₂₀H₃₂O₂
• 分子量: 304.473
• InChiKey: NMSZDKXFKVUTIT-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  22
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  月桂基苯甲酮 在 sodium tetrahydroborate 作用下， 以 甲醇 、 二氧化碳 为溶剂， 20.0 ℃ 、7.0 MPa 条件下， 反应 139.0h， 生成 (S)-1-phenyldodecyl acetate
  参考文献：
  名称：

  Expanding substrate scope of lipase-catalyzed transesterification by the utilization of liquid carbon dioxide

  摘要：

  Secondary alcohols having bulky substituents on both sides of the chiral center are often poor substrates for most lipases. Here we reported that substrate scopes of two of the most used lipases, Candida antarctica lipase B and Burkholderia cepacia lipase, were found to be expanded toward more bulky secondary alcohols such as 1-phenyl-1-dodecanol and 2-methyl-1-phenyl-1-propanol by simply using them in liquid carbon dioxide as a solvent. The effects of solvents, reaction pressure, and pre-treatment of the enzyme with liquid CO2 on this acceleration phenomenon were also studied. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.11.052

文献信息

• Expanding substrate scope of lipase-catalyzed transesterification by the utilization of liquid carbon dioxide
  作者：Hai Nam Hoang、Tomoko Matsuda

  DOI：10.1016/j.tet.2015.11.052

  日期：2016.11

  Secondary alcohols having bulky substituents on both sides of the chiral center are often poor substrates for most lipases. Here we reported that substrate scopes of two of the most used lipases, Candida antarctica lipase B and Burkholderia cepacia lipase, were found to be expanded toward more bulky secondary alcohols such as 1-phenyl-1-dodecanol and 2-methyl-1-phenyl-1-propanol by simply using them in liquid carbon dioxide as a solvent. The effects of solvents, reaction pressure, and pre-treatment of the enzyme with liquid CO2 on this acceleration phenomenon were also studied. (C) 2015 Elsevier Ltd. All rights reserved.