[[9-[(6aR,8R,9aS)-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]-6-chloropurin-2-yl]-tert-butylamino] acetate | 844877-62-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: [[9-[(6aR,8R,9aS)-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]-6-chloropurin-2-yl]-tert-butylamino] acetate
• CAS: 844877-62-9
• 化学式: C₂₈H₄₈ClN₅O₆Si₂
• 分子量: 642.343
• InChiKey: ZBAHAHCDXWARPJ-YTFSRNRJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.81
• 重原子数：
  42
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  [[9-[(6aR,8R,9aS)-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]-6-chloropurin-2-yl]-tert-butylamino] acetate 在 sodium azide 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 以81%的产率得到
  参考文献：
  名称：

  Synthesis and EPR Studies of 2-N-tert-Butylaminoxylpurine Derivatives

  摘要：

  2'-Deoxyribofuranosylpurine derivatives bearing an N-tert-butylaminoxyl group (1a and 2a) were synthesized via oxidation of the corresponding N-tert-butylhydroxylamines (1b and 2b), which were synthesized by lithiation of 8-TIPS-6-chloropurine (3) at the 2-position and the following reaction with 2-methyl-2-nitrosopropane. Treatment of 1b and 2b with 1 equiv of NalO(4) resulted in efficient formation of la and 2a. which were isolated as purple and red solids, respectively. The EPR spectra of la showed pH dependency due to structural change of purine moiety.

  DOI：

  10.1021/ol047668t
• 作为产物：
  描述：

  在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 反应 2.5h， 以96%的产率得到[[9-[(6aR,8R,9aS)-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]-6-chloropurin-2-yl]-tert-butylamino] acetate
  参考文献：
  名称：

  Synthesis and EPR Studies of 2-N-tert-Butylaminoxylpurine Derivatives

  摘要：

  2'-Deoxyribofuranosylpurine derivatives bearing an N-tert-butylaminoxyl group (1a and 2a) were synthesized via oxidation of the corresponding N-tert-butylhydroxylamines (1b and 2b), which were synthesized by lithiation of 8-TIPS-6-chloropurine (3) at the 2-position and the following reaction with 2-methyl-2-nitrosopropane. Treatment of 1b and 2b with 1 equiv of NalO(4) resulted in efficient formation of la and 2a. which were isolated as purple and red solids, respectively. The EPR spectra of la showed pH dependency due to structural change of purine moiety.

  DOI：

  10.1021/ol047668t