(R,S)-naproxen n-octyl ester | 936562-23-1

• 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,S)-naproxen n-octyl ester
• 英文别名: Octyl 2-(6-methoxynaphthalen-2-yl)propanoate
• CAS: 936562-23-1
• 化学式: C₂₂H₃₀O₃
• 分子量: 342.478
• InChiKey: BCOFZMAHHLECQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R,S)-naproxen n-octyl ester 在 phosphate buffer 作用下， 以 异辛烷 为溶剂， 生成 萘普生
  参考文献：
  名称：

  Influence of OR ester group length on the catalytic activity and enantioselectivity of free lipase and immobilized in membrane used for the kinetic resolution of naproxen esters

  摘要：

  Lipases are suitable catalysts for the kinetic resolution of racemic mixtures due to their ability to discriminate between enantiomers. For this reason, they have been studied largely to develop reactors for the production of optically pure enantiomers. The main problem in these productive systems is enzyme stability and enantiocatalytic selectivity as a function of time. In this work, the enantiocatalytic properties of lipase as a function of the -OR group length were studied. The methyl, butyl, and octyl esters of naproxen were synthesized and used as reagents. The lipase was used as a free agent and immobilized in a polymeric membrane reactor. The results show that selectivity and stability of the enzyme improved while catalytic activity decreased with the -OR length group. The immobilized enzyme had higher activity compared with the free enzyme. (C) 2007 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jcat.2007.01.021
• 作为产物：
  描述：

  辛醇 、 2-(6-甲氧基-2-萘基)丙酸 在 氯化亚砜 作用下， 反应 2.0h， 以70%的产率得到(R,S)-naproxen n-octyl ester
  参考文献：
  名称：

  Influence of OR ester group length on the catalytic activity and enantioselectivity of free lipase and immobilized in membrane used for the kinetic resolution of naproxen esters

  摘要：

  Lipases are suitable catalysts for the kinetic resolution of racemic mixtures due to their ability to discriminate between enantiomers. For this reason, they have been studied largely to develop reactors for the production of optically pure enantiomers. The main problem in these productive systems is enzyme stability and enantiocatalytic selectivity as a function of time. In this work, the enantiocatalytic properties of lipase as a function of the -OR group length were studied. The methyl, butyl, and octyl esters of naproxen were synthesized and used as reagents. The lipase was used as a free agent and immobilized in a polymeric membrane reactor. The results show that selectivity and stability of the enzyme improved while catalytic activity decreased with the -OR length group. The immobilized enzyme had higher activity compared with the free enzyme. (C) 2007 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jcat.2007.01.021

文献信息

• Influence of OR ester group length on the catalytic activity and enantioselectivity of free lipase and immobilized in membrane used for the kinetic resolution of naproxen esters
  作者：L GIORNO、E DAMORE、E DRIOLI、R CASSANO、N PICCI

  DOI：10.1016/j.jcat.2007.01.021

  日期：2007.4.25

  Lipases are suitable catalysts for the kinetic resolution of racemic mixtures due to their ability to discriminate between enantiomers. For this reason, they have been studied largely to develop reactors for the production of optically pure enantiomers. The main problem in these productive systems is enzyme stability and enantiocatalytic selectivity as a function of time. In this work, the enantiocatalytic properties of lipase as a function of the -OR group length were studied. The methyl, butyl, and octyl esters of naproxen were synthesized and used as reagents. The lipase was used as a free agent and immobilized in a polymeric membrane reactor. The results show that selectivity and stability of the enzyme improved while catalytic activity decreased with the -OR length group. The immobilized enzyme had higher activity compared with the free enzyme. (C) 2007 Elsevier Inc. All rights reserved.