trimethyl (2R,3S,4R,5S)-5-(4-trifluoromethylphenyl)pyrrolidine-2,3,4-tricarboxylate | 1166397-81-4

• 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: trimethyl (2R,3S,4R,5S)-5-(4-trifluoromethylphenyl)pyrrolidine-2,3,4-tricarboxylate
• 英文别名: trimethyl (2R,3S,4R,5S)-5-[4-(trifluoromethyl)phenyl]pyrrolidine-2,3,4-tricarboxylate
• CAS: 1166397-81-4
• 化学式: C₁₇H₁₈F₃NO₆
• 分子量: 389.328
• InChiKey: COPQDUVMSDTJMF-YVECIDJPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  90.9
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  glycine methyl ester (4-trifluoromethylbenzaldehyde)imine 、 马来酸二甲酯 在 C₄₉H₃₉FeNO₂P₂ 、 silver(I) acetate 、 三乙胺 作用下， 以 乙醚 为溶剂， 反应 15.0h， 以96%的产率得到trimethyl (2R,3S,4R,5S)-5-(4-trifluoromethylphenyl)pyrrolidine-2,3,4-tricarboxylate
  参考文献：
  名称：

  Enantioselective Ag(I)-catalyzed [3+2] cycloaddition of azomethine ylides using a chiral ferrocene-based phosphine–phosphoramidite ligand having a stereogenic P-center

  摘要：

  A series of chiral ferrocene-based phosphine-phosphoramidite ligands (PPFAPhos) have been employed in the Ag(I)-catalyzed asymmetric [3+2] cycloaddition of azomethine ylides with dimethyl maleate. The results showed that the ligand with a stereogenic P-center in the phosphino moiety displayed the best diastereo- and enantioselectivities, in which LIP to 99% enantiomeric excesses and 99/1 endo/exo selectivities have been achieved. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.02.058

文献信息

• Enantioselective Ag(I)-catalyzed [3+2] cycloaddition of azomethine ylides using a chiral ferrocene-based phosphine–phosphoramidite ligand having a stereogenic P-center
  作者：Sai-Bo Yu、Xiang-Ping Hu、Jun Deng、Dao-Yong Wang、Zheng-Chao Duan、Zhuo Zheng

  DOI：10.1016/j.tetasy.2009.02.058

  日期：2009.3

  A series of chiral ferrocene-based phosphine-phosphoramidite ligands (PPFAPhos) have been employed in the Ag(I)-catalyzed asymmetric [3+2] cycloaddition of azomethine ylides with dimethyl maleate. The results showed that the ligand with a stereogenic P-center in the phosphino moiety displayed the best diastereo- and enantioselectivities, in which LIP to 99% enantiomeric excesses and 99/1 endo/exo selectivities have been achieved. (C) 2009 Elsevier Ltd. All rights reserved.