N-trifluoroacetyl-phenylalanine isopropyl ester | 57744-88-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-trifluoroacetyl-phenylalanine isopropyl ester
• 英文别名: propan-2-yl (2S)-3-phenyl-2-[(2,2,2-trifluoroacetyl)amino]propanoate
• CAS: 57744-88-4
• 化学式: C₁₄H₁₆F₃NO₃
• 分子量: 303.281
• InChiKey: YULLKCJHWWNQEE-NSHDSACASA-N

物化性质

• 沸点：
  369.1±42.0 °C(Predicted)
• 密度：
  1.223±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-溴-3-苯基丙酸甲酯 在 palladium on activated charcoal 盐酸 、 sodium azide 、 hemin copolymer 1 、 氢气 作用下， 以 二氯甲烷 为溶剂， 反应 19.5h， 生成 N-trifluoroacetyl-phenylalanine isopropyl ester
  参考文献：
  名称：

  使用含血红素的新型聚合物负载试剂进行烷基卤的亲核取代反应

  摘要：

  通过悬浮共聚反应合成了一种由氯化血红素、二乙烯基苯和2-甲基-5-乙烯基吡啶组成的新型高分子试剂。伯、仲和叔烷基卤与氯化血红素共聚物与氰化物、叠氮化物和硫氰酸根离子的取代反应得到了令人满意的产率。根据立体化学研究，该反应机理被揭示为 SNi 型。氯化血红素共聚物不仅是具有功能性的聚合物负载试剂，而且还用于将产物与反应混合物分离。

  DOI：

  10.1246/bcsj.62.2562

文献信息

• Stable carbon isotope analysis of amino acid enantiomers by conventional isotope ratio mass spectrometry and combined gas chromatography/isotope ratio mass spectrometry
  作者：J. A. Silfer、M. H. Engel、S. A. Macko、E. J. Jumeau

  DOI：10.1021/ac00004a014

  日期：1991.2.15

  The application of a combined gas chromatography/isotope ratio mass spectrometry (GC/IRMS) method for stable carbon isotope analysis of amino acid enantiomers is presented. This method eliminates the numerous preparative steps integral to the isolation of amino acids and amino acid enantiomers from protein hydrolyzates that precede delta-C-13 analysis by conventional isotope ratio mass spectrometry. Unlike hydrocarbons, amino acids require derivatization prior to GC/IRMS analysis. Replicate delta-C-13 analyses of trifluoroacetyl (TFA) isopropyl ester derivatives of 22 amino acids by IRMS revealed that the derivatization process is reproducible, with an average error (1 standard deviation) of 0.10% +/- 0.09%. The average analytical error for analysis of amino acid derivatives by GC/IRMS was 0.26% +/- 0.09%. In general, absolute differences between IRMS and GC/IRMS analyses were less than 0.5%. The derivatization process introduces a distinct, reproducible isotopic fractionation that is constant for each amino acid type. The observed fractionations preclude direct calculation of underivatized amino acid delta-C-13 values from their respective TFA isopropyl ester delta-C-13 compositions through mass balance relationships. Derivatization of amino acid standards of known stable carbon isotope compositions in conjunction with natural samples, however, permits computation of the original, underivatized amino acid delta-C-13 values through use of an empirical correction for the carbon introduced during the derivatization process.
• Stationary phase for enantiomeric resolution in liquid chromatography
  申请人：SHIMADZU CORPORATION

  公开号：EP0469739B1

  公开（公告）日：1994-06-15
• SAPOROVSKAYA, M. B.;VOLKOVA, L. M.;PAVLOV, V. A., ZH. ANAL. XIMII, 44,(1989) N, S. 525-528
  作者：SAPOROVSKAYA, M. B.、VOLKOVA, L. M.、PAVLOV, V. A.

  DOI：——

  日期：——
• SILFER, J. A.;ENGEL, M. H.;MACKO, S. A.;JUMEAU, E. J., ANAL. CHEM., 63,(1991) N, C. 370-374
  作者：SILFER, J. A.、ENGEL, M. H.、MACKO, S. A.、JUMEAU, E. J.

  DOI：——

  日期：——
• US5149426A
  申请人：——

  公开号：US5149426A

  公开（公告）日：1992-09-22