2-bromo-4-fluoro-N-((S)-[1-((R)-1-phenylethyl)aziridin-2-yl]methyl)aniline | 1252059-82-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-bromo-4-fluoro-N-((S)-[1-((R)-1-phenylethyl)aziridin-2-yl]methyl)aniline
• 英文别名: 2-bromo-4-fluoro-N-[[(2S)-1-[(1R)-1-phenylethyl]aziridin-2-yl]methyl]aniline
• CAS: 1252059-82-7
• 化学式: C₁₇H₁₈BrFN₂
• 分子量: 349.246
• InChiKey: JSSSZGJOUPXJOL-GIKMRBTISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  15
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-bromo-4-fluoro-N-((S)-[1-((R)-1-phenylethyl)aziridin-2-yl]methyl)aniline 、 溶剂黄146 以 二氯甲烷 为溶剂， 反应 8.0h， 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：

  2-溴-4-氟苯胺 、 (R)-1-((R)-1-phenylethyl)aziridine-2-carbaldehyde 在 三乙酰氧基硼氢化钠 、 magnesium sulfate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 15.0h， 以85%的产率得到2-bromo-4-fluoro-N-((S)-[1-((R)-1-phenylethyl)aziridin-2-yl]methyl)aniline
  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

文献信息

• An efficient synthesis of enantiomerically pure aromatic-fused N-containing heterocycles from common chiral aziridines
  作者：Jong Chan Kim、Hwan Geun Choi、Min Suk Kim、Hyun-Joon Ha、Won Koo Lee

  DOI：10.1016/j.tet.2010.07.027

  日期：2010.10

  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.