(R)-1-boc-哌嗪-3-酰胺 | 170164-46-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: (R)-1-boc-哌嗪-3-酰胺
• 英文名称: 3R-(-)-1,1-dimethylethyl 3-aminocarbonyl-1-piperazinecarboxylate
• 英文别名: (R)-tert-Butyl 3-carbamoylpiperazine-1-carboxylate；tert-butyl (3R)-3-carbamoylpiperazine-1-carboxylate
• CAS: 170164-46-2
• 化学式: C₁₀H₁₉N₃O₃
• 分子量: 229.279
• InChiKey: RNNSDOSONODDLH-SSDOTTSWSA-N

物化性质

• 沸点：
  404.3±40.0 °C(Predicted)
• 密度：
  1.151±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  84.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-1-boc-哌嗪-3-酰胺 在 platinum on activated charcoal 噻吩 、 氢气 、 三乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 50.0 ℃ 、344.73 kPa 条件下， 反应 4.5h， 生成 2S-(-)-1,1-dimethylethyl 3-aminocarbonyl-4-<<<(4-amino-2,6-dichlorophenyl)amino>carbonyl>methyl>-1-piperazinecarboxylate
  参考文献：
  名称：

  Kinetic Resolution of Piperazine-2-Carboxamide by Leucine Aminopeptidase. An Application in the Synthesis of the Nucleoside Transport Blocker (-) Draflazine

  摘要：

  The resolution of N-t-Boc-piperazine carboxamide 5 proceeded smoothly in the presence of leucine aminopeptidase to produce acid (S)-1 and amide (R)-5 with good optical purity. Sequential alkylation and functional group manipulation of carboxamide (S)-5 provided the known nucleoside transport blocker draflazine (-) 2.

  DOI：

  10.1080/00397919508011814
• 作为产物：
  描述：

  4-BOC-2-哌嗪羧胺 生成 (R)-1-boc-哌嗪-3-酰胺
  参考文献：
  名称：

  Kinetic Resolution of Piperazine-2-Carboxamide by Leucine Aminopeptidase. An Application in the Synthesis of the Nucleoside Transport Blocker (-) Draflazine

  摘要：

  The resolution of N-t-Boc-piperazine carboxamide 5 proceeded smoothly in the presence of leucine aminopeptidase to produce acid (S)-1 and amide (R)-5 with good optical purity. Sequential alkylation and functional group manipulation of carboxamide (S)-5 provided the known nucleoside transport blocker draflazine (-) 2.

  DOI：

  10.1080/00397919508011814

文献信息

• THIENO[3,2-C]PYRIDIN-4(5H)-ONES AS BET INHIBITORS
  申请人：GlaxoSmithKline LLC

  公开号：EP2920183B1

  公开（公告）日：2017-03-08
• US9663533B2
  申请人：——

  公开号：US9663533B2

  公开（公告）日：2017-05-30
• Kinetic Resolution of Piperazine-2-Carboxamide by Leucine Aminopeptidase. An Application in the Synthesis of the Nucleoside Transport Blocker (-) Draflazine
  作者：M. A. Bruce、D. R. St. Laurent、G. S. Poindexter、I. Monkovic、S. Huang、N. Balasubramanian

  DOI：10.1080/00397919508011814

  日期：1995.9

  The resolution of N-t-Boc-piperazine carboxamide 5 proceeded smoothly in the presence of leucine aminopeptidase to produce acid (S)-1 and amide (R)-5 with good optical purity. Sequential alkylation and functional group manipulation of carboxamide (S)-5 provided the known nucleoside transport blocker draflazine (-) 2.