2,4,6-trimethylphenyl 4-methyl-5-phenyl-1-(2-pyridinesulfonyl)-4,5-dihydro-1H-4-imidazolecarboxylate | 1380402-12-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2,4,6-trimethylphenyl 4-methyl-5-phenyl-1-(2-pyridinesulfonyl)-4,5-dihydro-1H-4-imidazolecarboxylate
• CAS: 1380402-12-9
• 化学式: C₂₅H₂₅N₃O₄S
• 分子量: 463.557
• InChiKey: FCWSIRBKVCEDOG-UKILVPOCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.15
• 重原子数：
  33.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 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：

  (E)-苯基-N-(2-吡啶磺酰基)甲亚胺 、 (+/-)-2,4,6-trimethylphenyl 2-isocyanopropionate 在 N-[3,5-双(三氟甲基)苯基]-N'-[(8a,9S)-6'-甲氧基-9-金鸡宁]硫脲 作用下， 以 甲苯 为溶剂， 反应 0.5h， 生成 2,4,6-trimethylphenyl 4-methyl-5-phenyl-1-(2-pyridinesulfonyl)-4,5-dihydro-1H-4-imidazolecarboxylate 、 2,4,6-trimethylphenyl 4-methyl-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