3-amino-1-methoxy-2-hydroxy-2-(4-(trifluoromethyl)phenyl)-1,3-dioxopropane | 1303612-90-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-amino-1-methoxy-2-hydroxy-2-(4-(trifluoromethyl)phenyl)-1,3-dioxopropane
• 英文别名: methyl (2S)-3-amino-2-hydroxy-3-oxo-2-[4-(trifluoromethyl)phenyl]propanoate
• CAS: 1303612-90-9
• 化学式: C₁₁H₁₀F₃NO₄
• 分子量: 277.2
• InChiKey: VRCGMZBYKNNVPD-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  89.6
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  methyl 3-amino-3-oxo-2-(4-(trifluoromethyl)phenyl)propanoate 在 1-Benzenesulfonyl-2-phenyl-aziridine 、 (S)-N-(2-hydroxyphenyl)-2-(fluoro-2-hydroxybenzoylamino)-3-methylbutanamide 、 praseodymium(III) isopropoxide 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 3-amino-1-methoxy-2-hydroxy-2-(4-(trifluoromethyl)phenyl)-1,3-dioxopropane 、 3-amino-1-methoxy-2-hydroxy-2-(4-(trifluoromethyl)phenyl)-1,3-dioxopropane
  参考文献：
  名称：

  Catalytic asymmetric hydroxylation of α-alkoxycarbonyl amides with a Pr(OiPr)3/amide-based ligand catalyst

  摘要：

  A catalytic asymmetric hydroxylation of N-nonsubstituted alpha-alkoxycarbonyl amides is described. A new effective catalyst comprising Pr((OPr)-Pr-i)(3) and a fluoro-substituted amide-based ligand was identified using oxaziridine as the oxidizing reagent. The catalyst components were in dynamic equilibrium in the reaction mixture, which assembled to form the associated transition state through metal coordination and hydrogen bonding. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.064

文献信息

• Catalytic asymmetric hydroxylation of α-alkoxycarbonyl amides with a Pr(OiPr)3/amide-based ligand catalyst
  作者：Sho Takechi、Naoya Kumagai、Masakatsu Shibasaki

  DOI：10.1016/j.tetlet.2010.11.064

  日期：2011.4

  A catalytic asymmetric hydroxylation of N-nonsubstituted alpha-alkoxycarbonyl amides is described. A new effective catalyst comprising Pr((OPr)-Pr-i)(3) and a fluoro-substituted amide-based ligand was identified using oxaziridine as the oxidizing reagent. The catalyst components were in dynamic equilibrium in the reaction mixture, which assembled to form the associated transition state through metal coordination and hydrogen bonding. (C) 2010 Elsevier Ltd. All rights reserved.