8-(7-azabicyclo[4.1.0]heptan-7-yl)-1,3,7-trimethyl-1H-purine-2,6(3H,7H)-dione | 1372857-66-3

• 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: 8-(7-azabicyclo[4.1.0]heptan-7-yl)-1,3,7-trimethyl-1H-purine-2,6(3H,7H)-dione
• 英文别名: 8-(7-Azabicyclo[4.1.0]heptan-7-yl)-1,3,7-trimethylpurine-2,6-dione；8-(7-azabicyclo[4.1.0]heptan-7-yl)-1,3,7-trimethylpurine-2,6-dione
• CAS: 1372857-66-3
• 化学式: C₁₄H₁₉N₅O₂
• 分子量: 289.337
• InChiKey: AEMVZBCKSKFWAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  61.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  8-(7-azabicyclo[4.1.0]heptan-7-yl)-1,3,7-trimethyl-1H-purine-2,6(3H,7H)-dione 在 六氟异丙醇 、 苯甲酰氟 、 1,5-二氮杂双环[4.3.0]壬-5-烯 作用下， 以 环戊基甲醚 为溶剂， 反应 72.0h， 以93%的产率得到8-((trans-2-fluorocyclohexyl)amino)-1,3,7-trimethyl-1H-purine-2,6(3H,7H)-dione
  参考文献：
  名称：

  Synthesis of β-Fluoroamines by Lewis Base Catalyzed Hydrofluorination of Aziridines

  摘要：

  Lewis base catalysis promotes the in situ generation of amine-HF reagents from benzoyl fluoride and a non-nucleophilic alcohol. The hydrofluorination of aziridines to provide beta-fluoroamines using this latent HF source is described. This protocol displays a broad scope with respect to aziridine substitution and N-protecting groups. Examples of regio- and diastereoselective ring opening to access medicinally relevant beta-fluoroamine building blocks are presented.

  DOI：

  10.1021/jo300433a
• 作为产物：
  描述：

  7-氮杂双环[4.1.0]庚烷 、 1,3,7-trimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purine-8-carboxylic acid 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到8-(7-azabicyclo[4.1.0]heptan-7-yl)-1,3,7-trimethyl-1H-purine-2,6(3H,7H)-dione
  参考文献：
  名称：

  Synthesis of β-Fluoroamines by Lewis Base Catalyzed Hydrofluorination of Aziridines

  摘要：

  Lewis base catalysis promotes the in situ generation of amine-HF reagents from benzoyl fluoride and a non-nucleophilic alcohol. The hydrofluorination of aziridines to provide beta-fluoroamines using this latent HF source is described. This protocol displays a broad scope with respect to aziridine substitution and N-protecting groups. Examples of regio- and diastereoselective ring opening to access medicinally relevant beta-fluoroamine building blocks are presented.

  DOI：

  10.1021/jo300433a

文献信息

• Synthesis of β-Fluoroamines by Lewis Base Catalyzed Hydrofluorination of Aziridines
  作者：Julia A. Kalow、Dana E. Schmitt、Abigail G. Doyle

  DOI：10.1021/jo300433a

  日期：2012.4.20

  Lewis base catalysis promotes the in situ generation of amine-HF reagents from benzoyl fluoride and a non-nucleophilic alcohol. The hydrofluorination of aziridines to provide beta-fluoroamines using this latent HF source is described. This protocol displays a broad scope with respect to aziridine substitution and N-protecting groups. Examples of regio- and diastereoselective ring opening to access medicinally relevant beta-fluoroamine building blocks are presented.