(R)-tert-butyl 4-((R)-2-hydroxy-1-phenylethyl)-3-phenylpiperazine-1-carboxylate | 1399859-44-9

• 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)-tert-butyl 4-((R)-2-hydroxy-1-phenylethyl)-3-phenylpiperazine-1-carboxylate
• 英文别名: tert-butyl (3R)-4-[(1R)-2-hydroxy-1-phenylethyl]-3-phenylpiperazine-1-carboxylate
• CAS: 1399859-44-9
• 化学式: C₂₃H₃₀N₂O₃
• 分子量: 382.503
• InChiKey: YLLCJVCJECPPEY-SFTDATJTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  53
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-tert-butyl 4-((R)-2-hydroxy-1-phenylethyl)-3-phenylpiperazine-1-carboxylate 在 20% Pd(OH)2/C 、 氢气 作用下， 以 乙醇 为溶剂， 反应 18.0h， 以98%的产率得到(R)-3-苯基哌嗪-1-羧酸叔丁酯
  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：

  在 lithium aluminium tetrahydride 、 10% Pd/C 、 甲酸铵 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 40.0h， 生成 (R)-tert-butyl 4-((R)-2-hydroxy-1-phenylethyl)-3-phenylpiperazine-1-carboxylate
  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.