rac-(2R,3R)-ethyl 3-(4-methoxyphenylamino)-2,3-diphenylpropanoate

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: rac-(2R,3R)-ethyl 3-(4-methoxyphenylamino)-2,3-diphenylpropanoate
• 英文别名: ethyl (2S,3S)-3-(4-methoxyanilino)-2,3-diphenylpropanoate
• 化学式: C₂₄H₂₅NO₃
• 分子量: 375.467
• InChiKey: FRGDCXBKUFWCAO-XZOQPEGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  甲氧苯胺 在 potassium fluoride 、 (三氟甲基)三甲基硅烷 作用下， 以 乙二醇二甲醚 、 甲苯 为溶剂， 反应 2.83h， 生成 rac-(2R,3R)-ethyl 3-(4-methoxyphenylamino)-2,3-diphenylpropanoate
  参考文献：
  名称：

  Three-component reactions of CF3-substituted boranes, ethyl diazoacetate and imines

  摘要：

  Aryl(methoxy)(trifluoromethyl)boranes, generated in situ, readily react with ethyl diazoacetate and N-(4-methoxyphenyl)imines to give derivatives of beta-amino acids. In this process, the electron-deficient borane reacts with the diazo compound followed by trapping of the intermediate boron enolate by the imine. The final products are predominantly produced as syn isomers. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.08.153

文献信息

• Dynamic Kinetic Resolution in the Asymmetric Synthesis of β-Amino Acids by Organocatalytic Reduction of Enamines with Trichlorosilane
  作者：Andrei V. Malkov、Sigitas Stončius、Kvetoslava Vranková、Matthias Arndt、Pavel Kočovský

  DOI：10.1002/chem.200801244

  日期：2008.9.19
• Three-component reactions of CF3-substituted boranes, ethyl diazoacetate and imines
  作者：Pavel K. Elkin、Vitalij V. Levin、Alexander D. Dilman、Marina I. Struchkova、Dmitry E. Arkhipov、Alexander A. Korlyukov

  DOI：10.1016/j.tetlet.2012.08.153

  日期：2012.11

  Aryl(methoxy)(trifluoromethyl)boranes, generated in situ, readily react with ethyl diazoacetate and N-(4-methoxyphenyl)imines to give derivatives of beta-amino acids. In this process, the electron-deficient borane reacts with the diazo compound followed by trapping of the intermediate boron enolate by the imine. The final products are predominantly produced as syn isomers. (C) 2012 Elsevier Ltd. All rights reserved.