tert-butyl (2R)-4-benzyl-2-(3-phenylpropyl)piperazine-1-carboxylate | 1364447-93-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: tert-butyl (2R)-4-benzyl-2-(3-phenylpropyl)piperazine-1-carboxylate
• CAS: 1364447-93-7
• 化学式: C₂₅H₃₄N₂O₂
• 分子量: 394.557
• InChiKey: FBHIGNQZAPABAJ-HSZRJFAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯戊醛 在 N-氯代丁二酰亚胺 、 potassium tert-butylate 、 三乙酰氧基硼氢化钠 、 DL-脯氨酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 tert-butyl (2S)-4-benzyl-2-(3-phenylpropyl)piperazine-1-carboxylate 、 tert-butyl (2R)-4-benzyl-2-(3-phenylpropyl)piperazine-1-carboxylate
  参考文献：
  名称：

  Enantioselective synthesis of C2-functionalized, N-protected morpholines and orthogonally N,N′-protected piperazines via organocatalysis

  摘要：

  In this Letter, we describe a novel three-step, one-pot procedure for the enantioselective synthesis of N-benzyl protected morpholines and orthogonally N,N'-protected piperazines with chiral alkyl groups installed at the C2 position of each heterocyclic core via organocatalysis. This methodology allows for the rapid preparation of functionalized morpholines and piperazines that are not readily accessible through any other chemistry in good to excellent % ee (55-98% ee). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.12.063

文献信息

• Enantioselective synthesis of C2-functionalized, N-protected morpholines and orthogonally N,N′-protected piperazines via organocatalysis
  作者：Matthew C. O’Reilly、Craig W. Lindsley

  DOI：10.1016/j.tetlet.2011.12.063

  日期：2012.3

  In this Letter, we describe a novel three-step, one-pot procedure for the enantioselective synthesis of N-benzyl protected morpholines and orthogonally N,N'-protected piperazines with chiral alkyl groups installed at the C2 position of each heterocyclic core via organocatalysis. This methodology allows for the rapid preparation of functionalized morpholines and piperazines that are not readily accessible through any other chemistry in good to excellent % ee (55-98% ee). (C) 2011 Elsevier Ltd. All rights reserved.