(R)-flurbiprofen octyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R)-flurbiprofen octyl ester
• 英文别名: octyl (2R)-2-(3-fluoro-4-phenylphenyl)propanoate
• 化学式: C₂₃H₂₉FO₂
• 分子量: 356.48
• InChiKey: VDJSZJQIPIUNEP-GOSISDBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  26
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  辛醇 、 氟比洛芬 在 dry mycelium of Aspergillus oryzae MIM 作用下， 以 甲苯 为溶剂， 生成 (R)-flurbiprofen octyl ester 、 (S)-flurbiprofen octyl ester 、 艾氟洛芬
  参考文献：
  名称：

  Resolution of (R,S)-flurbiprofen catalysed by dry mycelia in organic solvent

  摘要：

  Mycelia of Aspergillus oryzae display high enantioselectivity towards (R)-flurbiprofen and can be efficiently used in pure organic solvent for the resolution of (R,S)-flurbiprofen through esterification. The use of the lyophilized mycelia facilitates the separation process so that in one step the two enantiomers of flurbiprofen, which are both valuable for pharmaceutical applications, can be easily separated. The biotransformation can be carried out in different apolar solvents using different primary alcohols as nucleophiles under very mild conditions. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.08.051

文献信息

• Resolution of (R,S)-flurbiprofen catalysed by dry mycelia in organic solvent
  作者：Patrizia Spizzo、Alessandra Basso、Cynthia Ebert、Lucia Gardossi、Valerio Ferrario、Diego Romano、Francesco Molinari

  DOI：10.1016/j.tet.2007.08.051

  日期：2007.11

  Mycelia of Aspergillus oryzae display high enantioselectivity towards (R)-flurbiprofen and can be efficiently used in pure organic solvent for the resolution of (R,S)-flurbiprofen through esterification. The use of the lyophilized mycelia facilitates the separation process so that in one step the two enantiomers of flurbiprofen, which are both valuable for pharmaceutical applications, can be easily separated. The biotransformation can be carried out in different apolar solvents using different primary alcohols as nucleophiles under very mild conditions. (c) 2007 Elsevier Ltd. All rights reserved.