(E)-acetic acid 2-[2-(6-amino-purin-9-yl)-cyclobutylidene]-ethyl ester | 859793-34-3

• 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)-acetic acid 2-[2-(6-amino-purin-9-yl)-cyclobutylidene]-ethyl ester
• CAS: 859793-34-3
• 化学式: C₁₃H₁₅N₅O₂
• 分子量: 273.294
• InChiKey: YGVLDDRWKXYXAL-RUDMXATFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.23
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  95.92
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (E)-acetic acid 2-[2-(6-amino-purin-9-yl)-cyclobutylidene]-ethyl ester 在 氨 作用下， 以 甲醇 为溶剂， 反应 15.0h， 以100%的产率得到(E)-2-[2-(6-amino-purin-9-yl)-cyclobutylidene]ethanol
  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}ethanol 在 吡啶 、 偶氮二甲酸二异丙酯 、 四丁基氟化铵 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 168002.5h， 生成 (E)-acetic acid 2-[2-(6-amino-purin-9-yl)-cyclobutylidene]-ethyl ester
  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