3-isopropyl-7-nitro-8-phenyl-3H-imidazo[2,1-i]purine | 1547236-39-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-isopropyl-7-nitro-8-phenyl-3H-imidazo[2,1-i]purine
• 英文别名: 7-Nitro-8-phenyl-3-propan-2-ylimidazo[2,1-f]purine；7-nitro-8-phenyl-3-propan-2-ylimidazo[2,1-f]purine
• CAS: 1547236-39-4
• 化学式: C₁₆H₁₄N₆O₂
• 分子量: 322.326
• InChiKey: RFEIXSAFBZAOSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  93.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  反式硝基苯乙烯 、 9-isopropyladenine 在 copper(I) bromide 、 三甲基乙酸 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以87%的产率得到3-isopropyl-7-nitro-8-phenyl-3H-imidazo[2,1-i]purine
  参考文献：
  名称：

  A Copper-Catalyzed Domino Route toward Purine-Fused Tricyclic Derivatives

  摘要：

  Purine-fused tricyclic derivatives have been synthesized via a copper-catalyzed domino Michael/oxidative cross-coupling reaction between adenines and nitroolefins for the first time. With air as the oxidant, this method has high regioselectivity, which provides a new route for constructing purine-nucleoside-conjugated systems with two newly formed C-N bonds. Meanwhile, purine nucleosides with an exocyclic amino group could be obtained easily by simple reduction, which may lead to potential applications in fluorescence recognition of various bases in vivo.

  DOI：

  10.1021/jo4025489

文献信息

• A Copper-Catalyzed Domino Route toward Purine-Fused Tricyclic Derivatives
  作者：Ming-Sheng Xie、Zhi-Liang Chu、Hong-Ying Niu、Gui-Rong Qu、Hai-Ming Guo

  DOI：10.1021/jo4025489

  日期：2014.2.7

  Purine-fused tricyclic derivatives have been synthesized via a copper-catalyzed domino Michael/oxidative cross-coupling reaction between adenines and nitroolefins for the first time. With air as the oxidant, this method has high regioselectivity, which provides a new route for constructing purine-nucleoside-conjugated systems with two newly formed C-N bonds. Meanwhile, purine nucleosides with an exocyclic amino group could be obtained easily by simple reduction, which may lead to potential applications in fluorescence recognition of various bases in vivo.