(7-benzyl-1-butyl-2,6-dioxopurin-3-yl)methyl 2,2-dimethylpropanoate | 205928-49-0

• 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: (7-benzyl-1-butyl-2,6-dioxopurin-3-yl)methyl 2,2-dimethylpropanoate
• CAS: 205928-49-0
• 化学式: C₂₂H₂₈N₄O₄
• 分子量: 412.489
• InChiKey: UDDVMFMSVUHBBY-UHFFFAOYSA-N

物化性质

• 沸点：
  582.946±60.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.219±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.75
• 重原子数：
  30.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  88.12
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (7-benzyl-1-butyl-2,6-dioxopurin-3-yl)methyl 2,2-dimethylpropanoate 在 palladium dihydroxide ammonium sulfate 、 氨 、 氢气 、 四氯化锡 、 溶剂黄146 、 六甲基二硅氮烷 作用下， 以 甲醇 、 水 为溶剂， 25.0 ℃ 、330.95 kPa 条件下， 反应 46.0h， 生成 1-butyl-7-(β-D-ribofuranosyl)xanthine
  参考文献：
  名称：

  Synthesis AND Adenosine Receptor Affinity of 7-β-D-Ribofuranosylxanthine

  摘要：

  7-beta-D-Ribofuranosylxanthine, a previously unreported isomer of xanthosine, was prepared in four steps from 7-benzylxanthine. The procedure, which involves the use of pivaloyloxymethyl groups to protect the xanthine ring, was also applied to preparation of some 1-N-alkyl derivatives of 7-ribosylxanthine. Adenosine receptor affinity for these compounds was determined. 7-beta-D-Ribofuranosylxanthine was found to have higher affinity and greater selectivity for the A(1) receptor than previously reported xanthine nucleosides, and to be a partial agonist.

  DOI：

  10.1080/07328319808004673
• 作为产物：
  描述：

  特戊酸氯甲酯 、 7-benzyl-1-butylxanthine 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以84%的产率得到(7-benzyl-1-butyl-2,6-dioxopurin-3-yl)methyl 2,2-dimethylpropanoate
  参考文献：
  名称：

  Synthesis AND Adenosine Receptor Affinity of 7-β-D-Ribofuranosylxanthine

  摘要：

  7-beta-D-Ribofuranosylxanthine, a previously unreported isomer of xanthosine, was prepared in four steps from 7-benzylxanthine. The procedure, which involves the use of pivaloyloxymethyl groups to protect the xanthine ring, was also applied to preparation of some 1-N-alkyl derivatives of 7-ribosylxanthine. Adenosine receptor affinity for these compounds was determined. 7-beta-D-Ribofuranosylxanthine was found to have higher affinity and greater selectivity for the A(1) receptor than previously reported xanthine nucleosides, and to be a partial agonist.

  DOI：

  10.1080/07328319808004673