(2R,4S)-2-Benzyl-piperidin-4-ylamine | 186826-27-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (2R,4S)-2-Benzyl-piperidin-4-ylamine
• 英文别名: (2R,4S)-2-benzylpiperidin-4-amine
• CAS: 186826-27-7
• 化学式: C₁₂H₁₈N₂
• 分子量: 190.288
• InChiKey: BZZJOBSXKJQQTF-NWDGAFQWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2R,4S)-2-Benzyl-piperidin-4-ylamine 在 三乙胺 作用下， 以 甲苯 为溶剂， 生成
  参考文献：
  名称：

  SAR of 2-benzyl-4-aminopiperidines NK1 antagonists. Part 21. synthesis of CGP 49823

  摘要：

  CGP 49823 is a potent NK1 antagonist which is centrally active after oral administration. The SAR of the C-2 substituent was investigated with respect to the affinity to the NK1 receptor. A practical synthesis of CGP 49823, suitable for scale-up, was developed. The key-step, a tandem acyliminium ion cyclization / Ritter reaction, gave trans 2-benzyl-4-acetamido-piperidines with high diastereoselectivity. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00563-x
• 作为产物：
  描述：

  在 盐酸 作用下， 以 水 为溶剂， 生成 (2R,4S)-2-Benzyl-piperidin-4-ylamine
  参考文献：
  名称：

  SAR of 2-benzyl-4-aminopiperidines NK1 antagonists. Part 21. synthesis of CGP 49823

  摘要：

  CGP 49823 is a potent NK1 antagonist which is centrally active after oral administration. The SAR of the C-2 substituent was investigated with respect to the affinity to the NK1 receptor. A practical synthesis of CGP 49823, suitable for scale-up, was developed. The key-step, a tandem acyliminium ion cyclization / Ritter reaction, gave trans 2-benzyl-4-acetamido-piperidines with high diastereoselectivity. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00563-x

文献信息

• SAR of 2-benzyl-4-aminopiperidines NK1 antagonists. Part 21. synthesis of CGP 49823
  作者：Siem J. Veenstra、Kathleen Hauser、Walter Schilling、Claudia Betschart、Silvio Ofner

  DOI：10.1016/s0960-894x(96)00563-x

  日期：1996.12

  CGP 49823 is a potent NK1 antagonist which is centrally active after oral administration. The SAR of the C-2 substituent was investigated with respect to the affinity to the NK1 receptor. A practical synthesis of CGP 49823, suitable for scale-up, was developed. The key-step, a tandem acyliminium ion cyclization / Ritter reaction, gave trans 2-benzyl-4-acetamido-piperidines with high diastereoselectivity. Copyright (C) 1996 Elsevier Science Ltd