3-(N-benzyl-N-(2-bromophenyl)amino)-N-benzyl-propanamide | 1108168-88-2

• 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-(N-benzyl-N-(2-bromophenyl)amino)-N-benzyl-propanamide
• 英文别名: N-benzyl-3-(N-benzyl-2-bromoanilino)propanamide
• CAS: 1108168-88-2
• 化学式: C₂₃H₂₃BrN₂O
• 分子量: 423.352
• InChiKey: CPWPJBBXVOAPQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(N-benzyl-N-(2-bromophenyl)amino)-N-benzyl-propanamide 在 三叔丁基膦 、 palladium diacetate 、 caesium carbonate 作用下， 以 甲苯 为溶剂， 反应 17.0h， 以79%的产率得到1,5-dibenzyl-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one
  参考文献：
  名称：

  Delineating ligand effects in intramolecular aryl amidation reactions: formation of a novel spiro-heterocycle by a tandem cyclisation process

  摘要：

  Ligand effects for intramolecular Pd-catalysed aryl amidation reaction were examined for the synthesis of seven-membered benzolactam rings. In an attempt to produce an eight-membered ring, tandem C-N/C-O bond forming reactions occurred to give a novel spiro-benzofuran-lactam structure. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.10.098
• 作为产物：
  描述：

  3-(N-benzyl-2-bromoanilino)propanoic acid 、 苄胺 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以64%的产率得到3-(N-benzyl-N-(2-bromophenyl)amino)-N-benzyl-propanamide
  参考文献：
  名称：

  Delineating ligand effects in intramolecular aryl amidation reactions: formation of a novel spiro-heterocycle by a tandem cyclisation process

  摘要：

  Ligand effects for intramolecular Pd-catalysed aryl amidation reaction were examined for the synthesis of seven-membered benzolactam rings. In an attempt to produce an eight-membered ring, tandem C-N/C-O bond forming reactions occurred to give a novel spiro-benzofuran-lactam structure. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.10.098

文献信息

• Delineating ligand effects in intramolecular aryl amidation reactions: formation of a novel spiro-heterocycle by a tandem cyclisation process
  作者：Emma L. Cropper、Aui-Ping Yuen、Agnes Ford、Andrew J.P. White、King Kuok (Mimi) Hii

  DOI：10.1016/j.tet.2008.10.098

  日期：2009.1

  Ligand effects for intramolecular Pd-catalysed aryl amidation reaction were examined for the synthesis of seven-membered benzolactam rings. In an attempt to produce an eight-membered ring, tandem C-N/C-O bond forming reactions occurred to give a novel spiro-benzofuran-lactam structure. (C) 2008 Elsevier Ltd. All rights reserved.