(2S)-methyl 2-methoxy-3-(3,5-bis(trifluoromethyl)phenylamino)-3-phenylpropanoate | 1605291-20-0

• 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: (2S)-methyl 2-methoxy-3-(3,5-bis(trifluoromethyl)phenylamino)-3-phenylpropanoate
• CAS: 1605291-20-0
• 化学式: C₁₉H₁₇F₆NO₃
• 分子量: 421.339
• InChiKey: OSXFLFPVLCZJOY-CVEARBPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.07
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  47.56
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (2S)-methyl 2-methoxy-3-(3,5-bis(trifluoromethyl)phenylamino)-3-phenylpropanoate 在 sodium hydroxide 、 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 生成 (3S)-3-methoxy-4-phenyl-1-(3,5-bis(trifluoromethyl))phenylazetidin-2-one
  参考文献：
  名称：

  Synthesis of Biologically Relevant Compounds by Ruthenium Porphyrin Catalyzed Amination of Benzylic C–H Bonds

  摘要：

  Herein we report the catalytic activity of ruthenium porphyrin complexes to promote the amination of benzylic C-H bonds by aryl azides, yielding alpha- and beta-amino esters. The catalytic methodology is also effective to synthesize two derivatives of methyl L-3-phenyllactate in order to convert one of them into the corresponding beta-lactam. The catalytic experimental conditions have been optimized on the basis of a preliminary mechanistic investigation which underlines the pivotal role of the substrate concentration to maximize the reaction productivity.

  DOI：

  10.1021/om500064d
• 作为产物：
  描述：

  L-苯丙氨酸 在 盐酸 、 carbonyl(5,10,15,20-tetraphenylporphyrinato)ruthenium(II) 、 sodium hydride 、 sodium nitrite 作用下， 以 水 、 苯 为溶剂， 反应 6.5h， 生成 (2S)-methyl 2-methoxy-3-(3,5-bis(trifluoromethyl)phenylamino)-3-phenylpropanoate 、 (2S)-methyl 2-methoxy-3-(3,5-bis(trifluoromethyl)phenylamino)-3-phenylpropanoate
  参考文献：
  名称：

  Synthesis of Biologically Relevant Compounds by Ruthenium Porphyrin Catalyzed Amination of Benzylic C–H Bonds

  摘要：

  Herein we report the catalytic activity of ruthenium porphyrin complexes to promote the amination of benzylic C-H bonds by aryl azides, yielding alpha- and beta-amino esters. The catalytic methodology is also effective to synthesize two derivatives of methyl L-3-phenyllactate in order to convert one of them into the corresponding beta-lactam. The catalytic experimental conditions have been optimized on the basis of a preliminary mechanistic investigation which underlines the pivotal role of the substrate concentration to maximize the reaction productivity.

  DOI：

  10.1021/om500064d