(E)-{2-[2-(tert-butyldiphenyl-silanyloxy)-cyclobutylidene]-ethyl}-9H-purin-6-ylamine | 859793-24-1

• 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: (E)-{2-[2-(tert-butyldiphenyl-silanyloxy)-cyclobutylidene]-ethyl}-9H-purin-6-ylamine
• CAS: 859793-24-1
• 化学式: C₂₇H₃₁N₅OSi
• 分子量: 469.662
• InChiKey: HDPFPTZQHNQFNG-CAPFRKAQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  34.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  78.85
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (E)-{2-[2-(tert-butyldiphenyl-silanyloxy)-cyclobutylidene]-ethyl}-9H-purin-6-ylamine 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 以95%的产率得到(E)-2-[2-(6-amino-purin-9-yl)-ethylidene]-cyclobutanol
  参考文献：
  名称：

  Synthesis of new nucleoside analogues comprising a methylenecyclobutane unit

  摘要：

  Synthesis of eight nucleoside analogues 3-10 with a methylene cyclobutane unit is described. Wittig or Peterson reactions with protected 2-hydroxycyclobutanones 12 and 13 gave E- and Z-derivatives, respectively. After functional modifications the heterocyclic moieties were introduced via a Mitsunobu reaction either on the lateral chain or on the cycle. When adenine was used in this reaction only the N-9 substitution products were obtained. Removal of the protecting groups provided the target products. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.04.023
• 作为产物：
  描述：

  (E)-2-{(tert-butyldiphenylsilyl)oxycyclobutylidene}ethyl acetate 在 偶氮二甲酸二异丙酯 、 二异丁基氢化铝 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 168002.0h， 生成 (E)-{2-[2-(tert-butyldiphenyl-silanyloxy)-cyclobutylidene]-ethyl}-9H-purin-6-ylamine
  参考文献：
  名称：

  Synthesis of new nucleoside analogues comprising a methylenecyclobutane unit

  摘要：

  Synthesis of eight nucleoside analogues 3-10 with a methylene cyclobutane unit is described. Wittig or Peterson reactions with protected 2-hydroxycyclobutanones 12 and 13 gave E- and Z-derivatives, respectively. After functional modifications the heterocyclic moieties were introduced via a Mitsunobu reaction either on the lateral chain or on the cycle. When adenine was used in this reaction only the N-9 substitution products were obtained. Removal of the protecting groups provided the target products. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.04.023