1-<3-(diethoxyphosphorylmethoxy)pyrrolidin-1-yl>cytosine | 145061-83-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-<3-(diethoxyphosphorylmethoxy)pyrrolidin-1-yl>cytosine
• 英文别名: 4-Amino-1-[3-(diethoxyphosphorylmethoxy)pyrrolidin-1-yl]pyrimidin-2-one
• CAS: 145061-83-2
• 化学式: C₁₃H₂₃N₄O₅P
• 分子量: 346.323
• InChiKey: DJEPIHHJTMKFFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  107
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-<3-(diethoxyphosphorylmethoxy)pyrrolidin-1-yl>cytosine 在 三甲基溴硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以79%的产率得到1-<3-(phosphonomethoxy)pyrrolidin-1-yl>cytosine
  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：

  1,4-dibromo-2-chloromethoxybutane 在 吡啶 、 1H-1,2,4-三唑 、 硫酸 、 氨 、 一水合肼 、 4-氯苯基二氯磷酸酯 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 71.41h， 生成 1-<3-(diethoxyphosphorylmethoxy)pyrrolidin-1-yl>cytosine
  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