[Phenylacetylamino-(4-trifluoromethyl-phenyl)-methyl]-phosphonic acid | 211571-58-3

• 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: [Phenylacetylamino-(4-trifluoromethyl-phenyl)-methyl]-phosphonic acid
• CAS: 211571-58-3
• 化学式: C₁₆H₁₅F₃NO₄P
• 分子量: 373.268
• InChiKey: BTSUTALZAAPOEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.24
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  86.63
• 氢给体数：
  3.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  [Phenylacetylamino-(4-trifluoromethyl-phenyl)-methyl]-phosphonic acid 生成 [(S)-Phenylacetylamino-(4-trifluoromethyl-phenyl)-methyl]-phosphonic acid
  参考文献：
  名称：

  RESOLUTION OF FLUORINATED AMINOMETHANPHOSPHONIC ACIDS CATALYSED BY PENICILLIN G ACYLASE - III

  摘要：

  In this work, we have used penicillin G acylase (EC 3.5.1.11) from E. coli to resolve kinetically four fluorinated aminomethanphosphonic acids: 1: 1-trifluoromethyl-, 2:1-p-fluorophenyl-, 3:1-m-fluorophenyl-, 4: 1-p-trifluoromethylphenyl-1-aminomethanphosphonic acids. This enzyme catalyses enantioselectively the hydrolysis of the N-phenylacetylated derivatives of 1-4, The enantiomeric excesses determined via P-31 NMR spectra of the diastereomeric Pd(II) complexes of 1-4 were high for each compound studied.

  DOI：

  10.1080/10426509708043557
• 作为产物：
  描述：

  苯乙酰氯 、 α-amino-(4'-trifluoromethylphenyl-)methanephosphonic acid 在 碳酸氢钠 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以83%的产率得到[Phenylacetylamino-(4-trifluoromethyl-phenyl)-methyl]-phosphonic acid
  参考文献：
  名称：

  RESOLUTION OF FLUORINATED AMINOMETHANPHOSPHONIC ACIDS CATALYSED BY PENICILLIN G ACYLASE - III

  摘要：

  In this work, we have used penicillin G acylase (EC 3.5.1.11) from E. coli to resolve kinetically four fluorinated aminomethanphosphonic acids: 1: 1-trifluoromethyl-, 2:1-p-fluorophenyl-, 3:1-m-fluorophenyl-, 4: 1-p-trifluoromethylphenyl-1-aminomethanphosphonic acids. This enzyme catalyses enantioselectively the hydrolysis of the N-phenylacetylated derivatives of 1-4, The enantiomeric excesses determined via P-31 NMR spectra of the diastereomeric Pd(II) complexes of 1-4 were high for each compound studied.

  DOI：

  10.1080/10426509708043557