N-phenyl glycine 2,2,2-trifluoroethyl ester | 138646-90-9

• 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-phenyl glycine 2,2,2-trifluoroethyl ester
• 英文别名: 2,2,2-Trifluoroethyl 2-anilinoacetate
• CAS: 138646-90-9
• 化学式: C₁₀H₁₀F₃NO₂
• 分子量: 233.19
• InChiKey: PEGDYYHQLDKMSM-UHFFFAOYSA-N

物化性质

• 沸点：
  259.8±40.0 °C(Predicted)
• 密度：
  1.307±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-phenyl glycine 2,2,2-trifluoroethyl ester 、 (S)-(+)-1-甲基-3-苯基丙胺 在 immobilized Protex 50FP 作用下， 以 3-甲基-3-戊醇 为溶剂， 生成 2-(phenylamino)-N-(4-phenylbutan-2-yl)ethanamide
  参考文献：
  名称：

  Proteases screening for the kinetic resolution of amines with N-acyl α-amino acid trifluoromethyl esters: automated docking approach of binding energies using Subtilisin Novo as a prototype for serine proteases

  摘要：

  The screening of a panel of 17 proteases resulted in the selection of 4 serine proteases for the resolution of 3-amino-1-phenylbutane. The latter were used to determine the best acyl donor from a series of N-acyl alpha-amino acid trifluoroethyl esters selected as peptide mimetics (E factor up to 99). The results were correlated to an automated docking determination of their binding affinities for Subtilisin Novo. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.11.013
• 作为产物：
  描述：

  溴乙酸 2,2,2-三氟乙酯 、 苯胺 以 乙腈 为溶剂， 反应 15.0h， 以71%的产率得到N-phenyl glycine 2,2,2-trifluoroethyl ester
  参考文献：
  名称：

  Proteases screening for the kinetic resolution of amines with N-acyl α-amino acid trifluoromethyl esters: automated docking approach of binding energies using Subtilisin Novo as a prototype for serine proteases

  摘要：

  The screening of a panel of 17 proteases resulted in the selection of 4 serine proteases for the resolution of 3-amino-1-phenylbutane. The latter were used to determine the best acyl donor from a series of N-acyl alpha-amino acid trifluoroethyl esters selected as peptide mimetics (E factor up to 99). The results were correlated to an automated docking determination of their binding affinities for Subtilisin Novo. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.11.013

文献信息

• N-phenyl-n-alkoxycarbonylalkyl glycinamides, their preparation and the
  申请人：Rhone-Poulenc Rorer, S.A.

  公开号：US05374656A1

  公开（公告）日：1994-12-20

  This invention relates to compounds of formula: ##STR1## in which R.sub.1 represents a hydrogen atom or an alkyl or alkoxycarbonyl radical or an unsubstituted or substituted phenyl radical, R.sub.2 represents an alkyl (1-8 C) or polyfluoroalkyl radical or an unsubstituted or substituted cycloalkyl radical, R.sub.3 represents an unsubstituted or substituted phenyl radical, a naphthyl, indolyl, quinolyl or phenylamino radical in which the phenyl ring is optionally substituted, or a quinolylamino radical, and m is 0 or 1, the process for preparing them and the medicaments containing them.

  本发明涉及以下式的化合物：##STR1## 其中R.sub.1代表氢原子或烷基或烷氧羰基基团或未取代或取代的苯基基团，R.sub.2代表烷基（1-8 C）或多氟烷基基团或未取代或取代的环烷基基团，R.sub.3代表未取代或取代的苯基基团，萘基、吲哚基、喹啉基或苯基氨基基团，其中苯环可选地取代，或喹啉基氨基基团，m为0或1，以及制备它们的方法和含有它们的药物。
• US5374656A
  申请人：——

  公开号：US5374656A

  公开（公告）日：1994-12-20