2-fluoro-1-(3-nitrophenyl)ethanol | 1446417-92-0

• 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: 2-fluoro-1-(3-nitrophenyl)ethanol
• 英文别名: (1R)-2-fluoro-1-(3-nitrophenyl)ethanol
• CAS: 1446417-92-0
• 化学式: C₈H₈FNO₃
• 分子量: 185.155
• InChiKey: HHGBCIKWFFXDBG-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氟-3’-硝基苯乙酮 在 Rhodococcus ruber alcohol dehydrogenase A overexpressed in E_. coli 、 还原型辅酶Ⅰ 作用下， 以 异丙醇 为溶剂， 反应 24.0h， 以99%的产率得到
  参考文献：
  名称：

  Synthesis of Enantiopure Fluorohydrins Using Alcohol Dehydrogenases at High Substrate Concentrations

  摘要：

  The use of purified and overexpressed alcohol dehydrogenases to synthesize enantiopure fluorinated alcohols is shown. When the bioreductions were performed with ADH-A from Rhodococcus ruber overexpressed in E. coli, no external cofactor was necessary to obtain the enantiopure (R)-derivatives. Employing Lactobacillus brevis ADH, it was possible to achieve the synthesis of enantiopure (S)-fluorohydrins at a 0.5 M substrate concentration. Furthermore, due to the activated character of these substrates, a huge excess of the hydrogen donor was not necessary.

  DOI：

  10.1021/jo400962c

文献信息

• Synthesis of Enantiopure Fluorohydrins Using Alcohol Dehydrogenases at High Substrate Concentrations
  作者：Wioleta Borzęcka、Iván Lavandera、Vicente Gotor

  DOI：10.1021/jo400962c

  日期：2013.7.19

  The use of purified and overexpressed alcohol dehydrogenases to synthesize enantiopure fluorinated alcohols is shown. When the bioreductions were performed with ADH-A from Rhodococcus ruber overexpressed in E. coli, no external cofactor was necessary to obtain the enantiopure (R)-derivatives. Employing Lactobacillus brevis ADH, it was possible to achieve the synthesis of enantiopure (S)-fluorohydrins at a 0.5 M substrate concentration. Furthermore, due to the activated character of these substrates, a huge excess of the hydrogen donor was not necessary.