Methyl 2-benzoyl-3-phenylaziridine-1-carboxylate | 1609237-96-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Methyl 2-benzoyl-3-phenylaziridine-1-carboxylate
• 英文别名: methyl 2-benzoyl-3-phenylaziridine-1-carboxylate
• CAS: 1609237-96-8
• 化学式: C₁₇H₁₅NO₃
• 分子量: 281.311
• InChiKey: QBVAXTGXVBPWLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  46.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  methyl N-phenylmethylenecarbamate 、 、 2-二氮杂-1-苯乙酮 以 二氯甲烷 为溶剂， 反应 6.0h， 以11%的产率得到Methyl 2-benzoyl-3-phenylaziridine-1-carboxylate
  参考文献：
  名称：

  Diastereoselective Three-Component Synthesis of β-Amino Carbonyl Compounds Using Diazo Compounds, Boranes, and Acyl Imines under Catalyst-Free Conditions

  摘要：

  Diazo compounds, boranes, and acyl imines undergo a three-component Mannich condensation reaction under catalyst-free conditions to give the anti beta-amino carbonyl compounds in high diastereoselectivity. The reaction tolerates a variety of functional groups, and an asymmetric variant was achieved using the (-)-phenylmenthol as chiral auxiliary in good yield and selectivity. These beta-amino carbonyl compounds are valuable intermediates, which can be transformed to many potential bioactive molecules.

  DOI：

  10.1021/jo5003505