9-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-6-guanidino-9H-purine | 446839-93-6

• 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-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-6-guanidino-9H-purine
• 英文别名: 2-[9-[(2,2-Dimethyl-1,3-dioxolan-4-yl)methyl]purin-6-yl]guanidine
• CAS: 446839-93-6
• 化学式: C₁₂H₁₇N₇O₂
• 分子量: 291.313
• InChiKey: RBYDRSUBWCXSAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  127
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  9-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-6-guanidino-9H-purine 在 硫酸 作用下， 以 水 为溶剂， 以81%的产率得到9-(2,3-dihydroxypropyl)-6-guanidino-9H-purine
  参考文献：
  名称：

  6-Guanidinopurine nucleosides and their analogues

  摘要：

  A general synthetic approach to 6-guanidinopurines, their ribonucleosides, 2-deoxyribonucleosides, acyclic nucleoside analogues and acyclic nucleoside phosphonates was developed. The approach consists in the reaction of the 6-chloropurine derivatives with guanidine solution in DMF under DABCO catalysis. This method was used to synthesize 6-guanidinopurine and 2-amino-6-guanidinopurine derivatives. Acyclic nucleosides and acyclic nucleoside phosphonates were also obtained by alkylation of the 6-guanidinopurine bases. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00186-2
• 作为产物：
  描述：

  6-氯-9-(四氢-2-吡喃基)嘌呤 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 19.0h， 生成 9-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-6-guanidino-9H-purine
  参考文献：
  名称：

  6-Guanidinopurine nucleosides and their analogues

  摘要：

  A general synthetic approach to 6-guanidinopurines, their ribonucleosides, 2-deoxyribonucleosides, acyclic nucleoside analogues and acyclic nucleoside phosphonates was developed. The approach consists in the reaction of the 6-chloropurine derivatives with guanidine solution in DMF under DABCO catalysis. This method was used to synthesize 6-guanidinopurine and 2-amino-6-guanidinopurine derivatives. Acyclic nucleosides and acyclic nucleoside phosphonates were also obtained by alkylation of the 6-guanidinopurine bases. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00186-2

文献信息

• 6-Guanidinopurine nucleosides and their analogues
  作者：Michal Česnek、Antonı́n Holý、Milena Masojı́dková

  DOI：10.1016/s0040-4020(02)00186-2

  日期：2002.4

  A general synthetic approach to 6-guanidinopurines, their ribonucleosides, 2-deoxyribonucleosides, acyclic nucleoside analogues and acyclic nucleoside phosphonates was developed. The approach consists in the reaction of the 6-chloropurine derivatives with guanidine solution in DMF under DABCO catalysis. This method was used to synthesize 6-guanidinopurine and 2-amino-6-guanidinopurine derivatives. Acyclic nucleosides and acyclic nucleoside phosphonates were also obtained by alkylation of the 6-guanidinopurine bases. (C) 2002 Elsevier Science Ltd. All rights reserved.