9-[2,2-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-1-fluoro-cyclopropylmethyl]-9H-purin-6-ylamine | 1021327-80-9

• 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-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-1-fluoro-cyclopropylmethyl]-9H-purin-6-ylamine
• CAS: 1021327-80-9
• 化学式: C₂₃H₄₂FN₅O₂Si₂
• 分子量: 495.788
• InChiKey: HNKXBNKULOHEKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.55
• 重原子数：
  33.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  88.08
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  9-[2,2-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-1-fluoro-cyclopropylmethyl]-9H-purin-6-ylamine 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以76%的产率得到[2-[(6-Aminopurin-9-yl)methyl]-2-fluoro-1-(hydroxymethyl)cyclopropyl]methanol
  参考文献：
  名称：

  Short Synthesis And Antiviral Evaluation Ofc-Fluoro-Branched Cyclopropyl Nucleosides

  摘要：

  A series of novel fluorocyclopropyl nucleosides were synthesized using the Simmons-Smith reaction as a key reaction starting from 1,3-dihydroxyacetone. All the nucleosides synthesized were assayed against several viruses. Among the compounds synthesized, the 5-fluorouracil analogue 15 showed significant anti-HCMV activity (9.22 mu M).

  DOI：

  10.1080/15257770701297018
• 作为产物：
  描述：

  4-(tert-butyldimethylsilanyloxy)-3-(tert-butyldimethylsilanyloxymethyl)-2-fluoro-but-2-en-1-ol 在 N-溴代丁二酰亚胺(NBS) 、 diethylzinc 、 caesium carbonate 、 三苯基膦 作用下， 以 正己烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 9-[2,2-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-1-fluoro-cyclopropylmethyl]-9H-purin-6-ylamine
  参考文献：
  名称：

  Short Synthesis And Antiviral Evaluation Ofc-Fluoro-Branched Cyclopropyl Nucleosides

  摘要：

  A series of novel fluorocyclopropyl nucleosides were synthesized using the Simmons-Smith reaction as a key reaction starting from 1,3-dihydroxyacetone. All the nucleosides synthesized were assayed against several viruses. Among the compounds synthesized, the 5-fluorouracil analogue 15 showed significant anti-HCMV activity (9.22 mu M).

  DOI：

  10.1080/15257770701297018

文献信息

• Synthesis of [1′-Fluoro-2′,2′-<i>bis</i>-(hydroxymethyl)-cyclopropylmethyl]purines as Antiviral Agents
  作者：Ju-Hyun Park、Myung-Hee Choi、Lak Shin Jeong、Moon Woo Chun、Hee-Doo Kim

  DOI：10.1081/ncn-120022694

  日期：2003.10

  [1'-fluoro-2',2'-bis-(hydroxymethyl)cyclopropylmethyl]purines were designed, synthesized and their antiviral activity against poliovirus, HSV and HIV was evaluated.