(3S,5R)-3-amino-1-N-tert-butyloxycarbonyl-5-dimethoxytrityloxypiperidine | 1271240-78-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (3S,5R)-3-amino-1-N-tert-butyloxycarbonyl-5-dimethoxytrityloxypiperidine
• CAS: 1271240-78-8
• 化学式: C₃₁H₃₈N₂O₅
• 分子量: 518.653
• InChiKey: RAKOPDNOWVCSFV-LBNVMWSVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.35
• 重原子数：
  38.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  83.25
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-nitrophenyl (E)-(3-ethoxyacryloyl)carbamate 、 (3S,5R)-3-amino-1-N-tert-butyloxycarbonyl-5-dimethoxytrityloxypiperidine 以 1,4-二氧六环 为溶剂， 反应 0.17h， 以98%的产率得到1-((3S,5R)-3-amino-1-N-tert-butyloxycarbonyl-5-dimethoxytrityloxypiperidin-3-yl)-3-((E)-3-ethoxyacryloyl)urea
  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：

  (2S,4R)-1-benzyl-4-hydroxyproline methyl ester 在 吡啶 、 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 sodium azide 、 10% palladium on activated charcoal 、 氢气 、 碳酸氢钠 、 三氟乙酸酐 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， -78.0~90.0 ℃ 、101.33 kPa 条件下， 反应 163.66h， 生成 (3S,5R)-3-amino-1-N-tert-butyloxycarbonyl-5-dimethoxytrityloxypiperidine
  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