(1-benzyl-2,6-dioxo-7H-purin-3-yl)methyl 2,2-dimethylpropanoate | 205928-51-4

• 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: (1-benzyl-2,6-dioxo-7H-purin-3-yl)methyl 2,2-dimethylpropanoate
• CAS: 205928-51-4
• 化学式: C₁₈H₂₀N₄O₄
• 分子量: 356.381
• InChiKey: QFSHUVBERIFXDA-UHFFFAOYSA-N

物化性质

• 沸点：
  589.263±60.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.328±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.48
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  98.98
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (1-benzyl-2,6-dioxo-7H-purin-3-yl)methyl 2,2-dimethylpropanoate 在 ammonium sulfate 、 氨 、 四氯化锡 、 六甲基二硅氮烷 作用下， 以 甲醇 、 水 为溶剂， 反应 26.0h， 生成 1-benzyl-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：

  2,2-Dimethylpropionic acid [7-benzyl-2,6-dioxo-1,2,6,7-tetrahydropurin-3-yl]methyl ester 在 palladium dihydroxide 氢气 、 potassium carbonate 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 50.0 ℃ 、330.95 kPa 条件下， 反应 25.0h， 生成 (1-benzyl-2,6-dioxo-7H-purin-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