(S)-1-N-tert-butyloxycarbonyl-3-[(5-amino-6-chloropyrimidin-4-yl)amino]piperidine | 1271240-99-3

• 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: (S)-1-N-tert-butyloxycarbonyl-3-[(5-amino-6-chloropyrimidin-4-yl)amino]piperidine
• 英文别名: tert-butyl (3S)-3-[(5-amino-6-chloropyrimidin-4-yl)amino]piperidine-1-carboxylate
• CAS: 1271240-99-3
• 化学式: C₁₄H₂₂ClN₅O₂
• 分子量: 327.814
• InChiKey: NJICQMVRAISFSW-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  93.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-1-N-tert-butyloxycarbonyl-3-[(5-amino-6-chloropyrimidin-4-yl)amino]piperidine 在 氨 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 32.0h， 生成 (S)-3-(adenin-9-yl)piperidine
  参考文献：
  名称：

  The synthesis of piperidine nucleoside analogs—a comparison of several methods to access the introduction of nucleobases

  摘要：

  This work deals with the synthesis of piperidine and hydroxypiperidine analogs of nucleosides. Starting from commercially available 3-hydroxypiperidine, proline or 4-hydroxyproline, a series of piperidine derivatives of both purine and pyrimidine nucleobases was prepared. Various methods of nucleobase attachment were evaluated. The prepared compounds were tested for cytostatic, antibacterial, and antiviral properties but no significant activity was found. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.12.029
• 作为产物：
  描述：

  L-脯氨酸甲酯 在 lithium aluminium tetrahydride 、 sodium azide 、 10% palladium on activated charcoal 、 氢气 、 碳酸氢钠 、 三乙胺 、 三氟乙酸酐 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， -78.0~110.0 ℃ 、101.33 kPa 条件下， 反应 211.66h， 生成 (S)-1-N-tert-butyloxycarbonyl-3-[(5-amino-6-chloropyrimidin-4-yl)amino]piperidine
  参考文献：
  名称：

  The synthesis of piperidine nucleoside analogs—a comparison of several methods to access the introduction of nucleobases

  摘要：

  This work deals with the synthesis of piperidine and hydroxypiperidine analogs of nucleosides. Starting from commercially available 3-hydroxypiperidine, proline or 4-hydroxyproline, a series of piperidine derivatives of both purine and pyrimidine nucleobases was prepared. Various methods of nucleobase attachment were evaluated. The prepared compounds were tested for cytostatic, antibacterial, and antiviral properties but no significant activity was found. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.12.029