(R)-2-((R)-4-benzyl-2-phenylpiperazin-1-yl)-2-phenylethanol | 1399859-53-0

• 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: (R)-2-((R)-4-benzyl-2-phenylpiperazin-1-yl)-2-phenylethanol
• 英文别名: (2R)-2-[(2R)-4-benzyl-2-phenylpiperazin-1-yl]-2-phenylethanol
• CAS: 1399859-53-0
• 化学式: C₂₅H₂₈N₂O
• 分子量: 372.51
• InChiKey: ISOPCUREZHXWPC-DQEYMECFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  26.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-2-((R)-4-benzyl-2-phenylpiperazin-1-yl)-2-phenylethanol 在 10% Pd/C 、 甲酸铵 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以93%的产率得到(R)-2-phenyl-2-(R)-2-(phenylpiperazin-1-yl)ethanol
  参考文献：
  名称：

  Stereoselective synthesis of enantiopure N-protected-3-arylpiperazines from keto-esters

  摘要：

  An efficient method for a stereoselective synthesis of optically pure N-Boc-3-arylpiperazines has been developed. After optimization of the protecting group strategy and experimental conditions, compounds were obtained via a highly stereoselective synthesis in up to 45% overall yield. This is a practical route to optically pure piperazines for medicinal chemistry. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.031
• 作为产物：
  描述：

  (3R, 8aS)-7-benzyl-hexahydro-3,8a-diphenyloxazolo[3,2-a]pyrazin-5-one 在 三乙基硅烷 、 lithium aluminium tetrahydride 、 四氯化钛 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 186.0h， 生成 (R)-2-((R)-4-benzyl-2-phenylpiperazin-1-yl)-2-phenylethanol
  参考文献：
  名称：

  Stereoselective synthesis of enantiopure N-protected-3-arylpiperazines from keto-esters

  摘要：

  An efficient method for a stereoselective synthesis of optically pure N-Boc-3-arylpiperazines has been developed. After optimization of the protecting group strategy and experimental conditions, compounds were obtained via a highly stereoselective synthesis in up to 45% overall yield. This is a practical route to optically pure piperazines for medicinal chemistry. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.031

文献信息

• Stereoselective synthesis of enantiopure N-protected-3-arylpiperazines from keto-esters
  作者：Mouhamad Jida、Guillaume Laconde、Olivier-Mohamad Soueidan、Nicolas Lebegue、Germain Revelant、Lydie Pelinski、Francine Agbossou-Niedercorn、Benoit Deprez、Rebecca Deprez-Poulain

  DOI：10.1016/j.tetlet.2012.07.031

  日期：2012.9

  An efficient method for a stereoselective synthesis of optically pure N-Boc-3-arylpiperazines has been developed. After optimization of the protecting group strategy and experimental conditions, compounds were obtained via a highly stereoselective synthesis in up to 45% overall yield. This is a practical route to optically pure piperazines for medicinal chemistry. (c) 2012 Elsevier Ltd. All rights reserved.