9-[2'-(tert-butyldiphenylsilyloxymethyl)-allyloxymethyl]-N-benzoyl-adenine | 646066-37-7

• 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-[2'-(tert-butyldiphenylsilyloxymethyl)-allyloxymethyl]-N-benzoyl-adenine
• 英文别名: N-[9-[2-[[tert-butyl(diphenyl)silyl]oxymethyl]prop-2-enoxymethyl]purin-6-yl]benzamide
• CAS: 646066-37-7
• 化学式: C₃₃H₃₅N₅O₃Si
• 分子量: 577.758
• InChiKey: XOYYDEZUQZXTHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.19
• 重原子数：
  42
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  91.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  9-[2'-(tert-butyldiphenylsilyloxymethyl)-allyloxymethyl]-N-benzoyl-adenine 在 四丁基氟化铵 、 氨 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.0h， 生成 9-(2'-(hydroxymethyl)-allyloxymethyl)-adenine
  参考文献：
  名称：

  Synthesis of new acyclonucleosides comprising unexpected regioisomers in the case of purines

  摘要：

  Acyclonucleosides 4 have been obtained by a short way starting from ethyl 2-hydroxymethyl acrylate 5. The key intermediate was acetate 9. Its reaction with free or protected nucleic bases gave either the expected compounds or unusual regioisomers. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.09.093
• 作为产物：
  描述：

  tert-butyldiphenylsilyl 2-(methoxymethoxymethyl)-prop-2-enyl ether 在 苯磺酰胺 、 三氟甲磺酸三甲基硅酯 、 硫酸 作用下， 以 乙腈 为溶剂， 生成 9-[2'-(tert-butyldiphenylsilyloxymethyl)-allyloxymethyl]-N-benzoyl-adenine
  参考文献：
  名称：

  Synthesis of new acyclonucleosides comprising unexpected regioisomers in the case of purines

  摘要：

  Acyclonucleosides 4 have been obtained by a short way starting from ethyl 2-hydroxymethyl acrylate 5. The key intermediate was acetate 9. Its reaction with free or protected nucleic bases gave either the expected compounds or unusual regioisomers. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.09.093

文献信息

• Synthesis of new acyclonucleosides comprising unexpected regioisomers in the case of purines
  作者：Stéphane Guillarme、Stéphanie Legoupy、Nathalie Bourgougnon、Anne-Marie Aubertin、François Huet

  DOI：10.1016/j.tet.2003.09.093

  日期：2003.11

  Acyclonucleosides 4 have been obtained by a short way starting from ethyl 2-hydroxymethyl acrylate 5. The key intermediate was acetate 9. Its reaction with free or protected nucleic bases gave either the expected compounds or unusual regioisomers. (C) 2003 Elsevier Ltd. All rights reserved.