2,4,6-trimethylphenyl 4-(4-fluorophenyl)-5-phenyl-1-(2-pyridinesulfonyl)-4,5-dihydro-1H-4-imidazolecarboxylate | 1380402-11-8

• 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: 2,4,6-trimethylphenyl 4-(4-fluorophenyl)-5-phenyl-1-(2-pyridinesulfonyl)-4,5-dihydro-1H-4-imidazolecarboxylate
• CAS: 1380402-11-8
• 化学式: C₃₀H₂₆FN₃O₄S
• 分子量: 543.619
• InChiKey: RCUGVHBOQOWRCD-MFMCTBQISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.42
• 重原子数：
  39.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  88.93
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  2,4,6-trimethylphenyl 4-(4-fluorophenyl)-5-phenyl-1-(2-pyridinesulfonyl)-4,5-dihydro-1H-4-imidazolecarboxylate 在 chiralcel OZ-H column 作用下， 以 正己烷 、 异丙醇 为溶剂， 生成 2,4,6-trimethylphenyl 4-(4-fluorophenyl)-5-phenyl-1-(2-pyridinesulfonyl)-4,5-dihydro-1H-4-imidazolecarboxylate 、 2,4,6-trimethylphenyl 4-(4-fluorophenyl)-5-phenyl-1-(2-pyridinesulfonyl)-4,5-dihydro-1H-4-imidazolecarboxylate
  参考文献：
  名称：

  Enantioselective Synthesis of Imidazolines with Quaternary Stereocenters by Organocatalytic Reaction of N-(Heteroarenesulfonyl)imines with Isocyanoacetates

  摘要：

  An organocatalytic enantioselective Mannich-type reaction of isocyanoacetate with N-sulfonylimines catalyzed by chiral thioureas derived from quinine yielded 2-imidazolines with high diastereo- and enantioselectivities (up to >99:1 dr. and 96% ee). This reaction provided a convenient route to access various imidazolines and related alpha,beta-diamino acids having a quaternary carbon center in high enantiomeric purities.

  DOI：

  10.1021/ol301256q