9-<3-diethoxyphosphorylmethoxy)pyrrolidin-1-yl>adenine | 145061-91-2

• 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: 9-<3-diethoxyphosphorylmethoxy)pyrrolidin-1-yl>adenine
• 英文别名: 9-[3-(Diethoxyphosphorylmethoxy)pyrrolidin-1-yl]purin-6-amine
• CAS: 145061-91-2
• 化学式: C₁₄H₂₃N₆O₄P
• 分子量: 370.348
• InChiKey: RFEWAXFFBQRWMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  118
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  9-<3-diethoxyphosphorylmethoxy)pyrrolidin-1-yl>adenine 在 三甲基溴硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以72%的产率得到9-<3-(phosphonomethoxy)pyrrolidin-1-yl>adenine
  参考文献：
  名称：

  Synthesis of [3-(phosphonomethoxy)pyrrolidin-1-yl] derivatives of pyrimidines and purines: analogues of 2′,3′-dideoxynucleotides

  摘要：

  Pyrrolidin-1-yl derivatives of pyrimidines and purines, incorporating the phosphonomethoxy group as a phosphate mimic, were prepared as analogues of 2',3'-dideoxynucleotides. The heterocyclic bases uracil, thymine, cytosine, adenine and hypoxanthine were constructed upon the primary amino group of the N-aminopyrrolidine 7, which was prepared by reaction of the dibromide 6 with hydrazine.

  DOI：

  10.1039/p19920002259
• 作为产物：
  描述：

  diethyl <1-(5-amino-4-carbamoylimidazol-1-yl)pyrrolidin-3-yloxy>methylphosphonate hydrochloride 在 4-二甲氨基吡啶 、 2,4,6-三异丙基苯磺酰氯 、 氨 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.25h， 生成 9-<3-diethoxyphosphorylmethoxy)pyrrolidin-1-yl>adenine
  参考文献：
  名称：

  Synthesis of [3-(phosphonomethoxy)pyrrolidin-1-yl] derivatives of pyrimidines and purines: analogues of 2′,3′-dideoxynucleotides

  摘要：

  Pyrrolidin-1-yl derivatives of pyrimidines and purines, incorporating the phosphonomethoxy group as a phosphate mimic, were prepared as analogues of 2',3'-dideoxynucleotides. The heterocyclic bases uracil, thymine, cytosine, adenine and hypoxanthine were constructed upon the primary amino group of the N-aminopyrrolidine 7, which was prepared by reaction of the dibromide 6 with hydrazine.

  DOI：

  10.1039/p19920002259