(S)-2-[2-(1-bromonaphthalen-2-yl)ethyl]-1-[(R)-1-phenylethyl]aziridine | 1252059-92-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (S)-2-[2-(1-bromonaphthalen-2-yl)ethyl]-1-[(R)-1-phenylethyl]aziridine
• 英文别名: (2S)-2-[2-(1-bromonaphthalen-2-yl)ethyl]-1-[(1R)-1-phenylethyl]aziridine
• CAS: 1252059-92-9
• 化学式: C₂₂H₂₂BrN
• 分子量: 380.327
• InChiKey: YIRWESNLSAHVRI-WYLSENQGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (S)-2-[2-(1-bromonaphthalen-2-yl)ethyl]-1-[(R)-1-phenylethyl]aziridine 、 溶剂黄146 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  An efficient synthesis of enantiomerically pure aromatic-fused N-containing heterocycles from common chiral aziridines

  摘要：

  An efficient synthesis of enantiomerically pure aromatic-fused N-containing heterocycles was successfully achieved via Pd-catalyzed intramolecular C-N bond formation between the nitrogen originated from the aziridine and the halogen containing aromatic carbon. This reaction has a broad substrate scope to provide various enantiomerically pure (3,4-dihydro-2H-benzo[b][1,4]oxazin-3-yl)methanols, 2-hydroxymethyl-1,2,3,4-tetrahydroquinolines and (1,2,3,4-tetrahydroquinoxalin-2-yl)methanols from common chiral aziridines in good yields. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.07.027
• 作为产物：
  描述：

  在 2-硝基苯磺酰肼 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以65%的产率得到(S)-2-[2-(1-bromonaphthalen-2-yl)ethyl]-1-[(R)-1-phenylethyl]aziridine
  参考文献：
  名称：

  An efficient synthesis of enantiomerically pure aromatic-fused N-containing heterocycles from common chiral aziridines

  摘要：

  An efficient synthesis of enantiomerically pure aromatic-fused N-containing heterocycles was successfully achieved via Pd-catalyzed intramolecular C-N bond formation between the nitrogen originated from the aziridine and the halogen containing aromatic carbon. This reaction has a broad substrate scope to provide various enantiomerically pure (3,4-dihydro-2H-benzo[b][1,4]oxazin-3-yl)methanols, 2-hydroxymethyl-1,2,3,4-tetrahydroquinolines and (1,2,3,4-tetrahydroquinoxalin-2-yl)methanols from common chiral aziridines in good yields. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.07.027