methyl N-(p-bromophenyl)aziridine-2-carboxylate | 147454-89-5

• 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: methyl N-(p-bromophenyl)aziridine-2-carboxylate
• 英文别名: Methyl 1-(4-bromophenyl)aziridine-2-carboxylate
• CAS: 147454-89-5
• 化学式: C₁₀H₁₀BrNO₂
• 分子量: 256.099
• InChiKey: FOQIYFZPXZFOBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  29.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl N-(p-bromophenyl)aziridine-2-carboxylate 在 phosphate buffer 、 lipase from Candida rugosa 作用下， 以 1,4-二氧六环 为溶剂， 反应 5.0h， 生成 methyl (S)-1-(4-bromophenyl)aziridine-2-carboxylate 、 S-1-(4-bromophenyl)aziridine-2-carboxylic acid 、 R-1-(4-bromophenyl)aziridine-2-carboxylic acid
  参考文献：
  名称：

  Enzymatic resolution of N-arylaziridine carboxylates

  摘要：

  N-Arylaziridine-2-carboxylates have been enzymatically resolved using the lipase from Candida rugosa to afford optically active aziridine carboxylates in moderate to high enantiomeric purity. The absolute configuration of the unknown aziridine carboxylates was assigned as S by chemical correlation. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.10.027
• 作为产物：
  描述：

  1-叠氮基-4-溴苯 、 丙烯酸甲酯（MA） 以 环己烷 为溶剂， 生成 methyl N-(p-bromophenyl)aziridine-2-carboxylate
  参考文献：
  名称：

  Enzymatic resolution of N-arylaziridine carboxylates

  摘要：

  N-Arylaziridine-2-carboxylates have been enzymatically resolved using the lipase from Candida rugosa to afford optically active aziridine carboxylates in moderate to high enantiomeric purity. The absolute configuration of the unknown aziridine carboxylates was assigned as S by chemical correlation. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.10.027

文献信息

• N-hydroxy-N-pivaloylanilines: a new aziridinating agent
  作者：M. Manuela Pereira、Pedro P. O. Santos、Lucinda V. Reis、Ana M. Lobo、Sundaresan Prabhakar

  DOI：10.1039/c39930000038

  日期：——

  An efficient synthesis of 2-functionalised N-arylaziridines from hydroxamic acids and electron deficient olefins is described.

  描述了由异羟肟酸和缺电子烯烃有效合成2-官能化N-芳基氮丙啶的方法。