(S)-N-(3-((4-ethylpiperazin-1-yl)methyl)benzyl)-4-isopropyl-N-((S)-4-isopropyl-4,5-dihydrooxazol-2-yl)-4,5-dihydrooxazol-2-amine | 1246680-28-3

• 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: (S)-N-(3-((4-ethylpiperazin-1-yl)methyl)benzyl)-4-isopropyl-N-((S)-4-isopropyl-4,5-dihydrooxazol-2-yl)-4,5-dihydrooxazol-2-amine
• 英文别名: (4S)-N-[[3-[(4-ethylpiperazin-1-yl)methyl]phenyl]methyl]-4-propan-2-yl-N-[(4S)-4-propan-2-yl-4,5-dihydro-1,3-oxazol-2-yl]-4,5-dihydro-1,3-oxazol-2-amine
• CAS: 1246680-28-3
• 化学式: C₂₆H₄₁N₅O₂
• 分子量: 455.644
• InChiKey: XKFUYSQCSSWTDU-DNQXCXABSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  52.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-(3-(bromomethyl)benzyl)-4-ethylpiperazine 、 (S,S)-(4-isopropyl-4,5-dihydrooxazol-2-yl)-(4-isopropyl-4,5-dihydrooxazol-2-yl)amine 在 正丁基锂 、 potassium iodide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.17h， 以65%的产率得到(S)-N-(3-((4-ethylpiperazin-1-yl)methyl)benzyl)-4-isopropyl-N-((S)-4-isopropyl-4,5-dihydrooxazol-2-yl)-4,5-dihydrooxazol-2-amine
  参考文献：
  名称：

  Development of Bifunctional Aza-Bis(oxazoline) Copper Catalysts for Enantioselective Henry Reaction

  摘要：

  Base-functionalized aza-bis(oxazoline) ligands were prepared to explore the concept of dual activation through the Lewis acid and a tethered tertiary amine base, The catalytic activity of the Cu complex was evaluated for the asymmetric Henry reaction. Compared with a corresponding unfunctionalized copper complex with external 1-benzyl-4-ethylpiperazine base, the ethylpiperazine-functionalized aza-bis(oxazoline) copper catalyst resulted in rate acceleration (2.5 times) as well as improved enantioselectivity (72% ee vs 92% ee).

  DOI：

  10.1021/jo1009867
• 作为试剂：
  描述：

  硝基甲烷 、 2-氟苯甲醛 在 噻吩-2-甲酸亚铜(I) 、 (S)-N-(3-((4-ethylpiperazin-1-yl)methyl)benzyl)-4-isopropyl-N-((S)-4-isopropyl-4,5-dihydrooxazol-2-yl)-4,5-dihydrooxazol-2-amine 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 24.0h， 以86%的产率得到(S)-1-(2-fluorophenyl)-2-nitroethanol
  参考文献：
  名称：

  Development of Bifunctional Aza-Bis(oxazoline) Copper Catalysts for Enantioselective Henry Reaction

  摘要：

  Base-functionalized aza-bis(oxazoline) ligands were prepared to explore the concept of dual activation through the Lewis acid and a tethered tertiary amine base, The catalytic activity of the Cu complex was evaluated for the asymmetric Henry reaction. Compared with a corresponding unfunctionalized copper complex with external 1-benzyl-4-ethylpiperazine base, the ethylpiperazine-functionalized aza-bis(oxazoline) copper catalyst resulted in rate acceleration (2.5 times) as well as improved enantioselectivity (72% ee vs 92% ee).

  DOI：

  10.1021/jo1009867