trans-4-(methoxycarbonyl)-5-(trans-phenylvinyl)-1-N-benzenesulfonyl-2-imidazoline

• 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: trans-4-(methoxycarbonyl)-5-(trans-phenylvinyl)-1-N-benzenesulfonyl-2-imidazoline
• 英文别名: methyl (4S,5R)-1-(benzenesulfonyl)-5-[(E)-2-phenylethenyl]-4,5-dihydroimidazole-4-carboxylate
• 化学式: C₁₉H₁₈N₂O₄S
• 分子量: 370.429
• InChiKey: WGZLTALIDYULDG-QJPGBWLHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  84.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  异腈基乙酸甲酯 、 N-(3-phenyl-allylidene)benzenesulfonamide 在 Ru₂H₂(PPh₃)4 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 12.0h， 以75%的产率得到trans-4-(methoxycarbonyl)-5-(trans-phenylvinyl)-1-N-benzenesulfonyl-2-imidazoline
  参考文献：
  名称：

  Ruthenium Complex-Catalyzed Reaction of Isocyanoacetate and N-Sulfonylimines:  Stereoselective Synthesis of N-Sulfonyl-2-Imidazolines

  摘要：

  Ruthenium(II)-catalyzed reaction of N-sulfonylimines with methyl isocyanoacetate proceeds efficiently under neutral, mild conditions to give trans-2-imidazolines stereoselectively in high yields. 2,3-Diamino acids can be easily acquired via the hydrolysis of the imidazolines in excellent yields. A possible mechanism for the ruthenium-catalyzed aldol reaction of the imines under neutral conditions is discussed.

  DOI：

  10.1021/jo961598p

文献信息

• Ruthenium Complex-Catalyzed Reaction of Isocyanoacetate and <i>N</i>-Sulfonylimines:  Stereoselective Synthesis of <i>N</i>-Sulfonyl-2-Imidazolines
  作者：Ying-Rui Lin、Xiao-Ti Zhou、Li-Xin Dai、Jie Sun

  DOI：10.1021/jo961598p

  日期：1997.3.1

  Ruthenium(II)-catalyzed reaction of N-sulfonylimines with methyl isocyanoacetate proceeds efficiently under neutral, mild conditions to give trans-2-imidazolines stereoselectively in high yields. 2,3-Diamino acids can be easily acquired via the hydrolysis of the imidazolines in excellent yields. A possible mechanism for the ruthenium-catalyzed aldol reaction of the imines under neutral conditions is discussed.