3-benzyl-2-(phenyl-2-sulfonic acid)-2-imidazoline

• 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-benzyl-2-(phenyl-2-sulfonic acid)-2-imidazoline
• 英文别名: 2-(1-Benzyl-4,5-dihydroimidazol-2-yl)benzenesulfonic acid
• 化学式: C₁₆H₁₆N₂O₃S
• 分子量: 316.381
• InChiKey: CBJPVEKMHRAQNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  78.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-磺基苯甲酸酐 、 N-苄基乙二胺 以 甲苯 为溶剂， 反应 30.0h， 以73%的产率得到3-benzyl-2-(phenyl-2-sulfonic acid)-2-imidazoline
  参考文献：
  名称：

  An Anionic Nucleophilic Catalyst System for the Diastereoselective Synthesis of trans-β-Lactams

  摘要：

  [GRAPHICS]Trans-disubstituted beta-lactams show increasing utility and prominence in numerous pharmaceutical applications, making their asymmetric synthesis an attractive goal for chemists. We introduce an anionic, nucleophilic catalyst system that provides an efficient, diastereoselective route to trans-disubstituted beta-lactams, a complement to our previously described catalytic methodology for generating the corresponding cis diastereomers. This catalytic, "switch mechanism" process allows for flexibility in the stereoselective synthesis of beta-lactams, producing either cis or trans products as desired from the same substrates.

  DOI：

  10.1021/ol0511070

文献信息

• An Anionic Nucleophilic Catalyst System for the Diastereoselective Synthesis of <i>trans</i>-β-Lactams
  作者：Anthony Weatherwax、Ciby J. Abraham、Thomas Lectka

  DOI：10.1021/ol0511070

  日期：2005.8.1

  [GRAPHICS]Trans-disubstituted beta-lactams show increasing utility and prominence in numerous pharmaceutical applications, making their asymmetric synthesis an attractive goal for chemists. We introduce an anionic, nucleophilic catalyst system that provides an efficient, diastereoselective route to trans-disubstituted beta-lactams, a complement to our previously described catalytic methodology for generating the corresponding cis diastereomers. This catalytic, "switch mechanism" process allows for flexibility in the stereoselective synthesis of beta-lactams, producing either cis or trans products as desired from the same substrates.