[1-(Adamantan-1-yloxy)-2-(6-amino-purin-9-yl)-ethoxymethyl]-phosphonic acid diisopropyl ester | 183197-49-1

• 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: [1-(Adamantan-1-yloxy)-2-(6-amino-purin-9-yl)-ethoxymethyl]-phosphonic acid diisopropyl ester
• CAS: 183197-49-1
• 化学式: C₂₄H₃₈N₅O₅P
• 分子量: 507.57
• InChiKey: KGQIMUFGPXVPEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.74
• 重原子数：
  35.0
• 可旋转键数：
  11.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  123.61
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  [1-(Adamantan-1-yloxy)-2-(6-amino-purin-9-yl)-ethoxymethyl]-phosphonic acid diisopropyl ester 在 三甲基溴硅烷 、 三乙基碳酸氢铵缓冲液 作用下， 以 乙腈 、 甲醇 、 水 为溶剂， 反应 0.5h， 以318 mg的产率得到9-N-(2-(1-adamantanyloxy)-2-phosphonomethoxyethyl)adenine disodium salt
  参考文献：
  名称：

  2′-C-ALKOXY AND 2′-C-ARYLOXY DERIVATIVES OFN-(2-PHOSPHONOMETHOXYETHYL)-PURINES AND -PYRIMIDINES: SYNTHESIS AND BIOLOGICAL ACTIVITY

  摘要：

  A series of novel, unusual type of acyclic phosphonate-based nucleotide analogues related to well-known antivirals (PMEA and HPMPA) was synthesized using easily available synthon. These compounds, which are distinguished for the presence of phosphonomethyl acetal linkage, form a group of derivatives that contribute to the understanding of structure-activity relationship within the area of acyclic nucleotide analogues.

  DOI：

  10.1081/ncn-100105244
• 作为产物：
  描述：

  diisopropyl vinyloxymethanephosphonate 在 N-碘代丁二酰亚胺 、 caesium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 [1-(Adamantan-1-yloxy)-2-(6-amino-purin-9-yl)-ethoxymethyl]-phosphonic acid diisopropyl ester
  参考文献：
  名称：

  2′-C-ALKOXY AND 2′-C-ARYLOXY DERIVATIVES OFN-(2-PHOSPHONOMETHOXYETHYL)-PURINES AND -PYRIMIDINES: SYNTHESIS AND BIOLOGICAL ACTIVITY

  摘要：

  A series of novel, unusual type of acyclic phosphonate-based nucleotide analogues related to well-known antivirals (PMEA and HPMPA) was synthesized using easily available synthon. These compounds, which are distinguished for the presence of phosphonomethyl acetal linkage, form a group of derivatives that contribute to the understanding of structure-activity relationship within the area of acyclic nucleotide analogues.

  DOI：

  10.1081/ncn-100105244