9-butyl-6-(3-nitrophenyl)purine | 1314804-24-4

• 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: 9-butyl-6-(3-nitrophenyl)purine
• CAS: 1314804-24-4
• 化学式: C₁₅H₁₅N₅O₂
• 分子量: 297.316
• InChiKey: ZBTJYVCHWPGHOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  89.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  碘苯 、 9-butyl-6-(3-nitrophenyl)purine 在 silver(I) acetate 、 palladium diacetate 、 溶剂黄146 作用下， 反应 60.0h， 以83%的产率得到9-butyl-6-(4-nitro-[1,1'-biphenyl]-2-yl)-9H-purine
  参考文献：
  名称：

  Pd(II)-Catalyzed Ortho Arylation of 6-Arylpurines with Aryl Iodides via Purine-Directed C−H Activation: A New Strategy for Modification of 6-Arylpurine Derivatives

  摘要：

  Purine is utilized as a new directing group for the Pd-catalyzed monoarylation of 6-arylpurines with simple aryl iodides via C H bond activation in good yields, providing a complementary tool for the modification of 6-arylpurines (nucleosides). Most importantly, purine can be used as a building block for nucleoside derivatives, and the use of purine as a directing group helps avoid additional synthetic steps.

  DOI：

  10.1021/ol200405w
• 作为产物：
  描述：

  9-butyl-6-phenyl-9H-purine 在 十二羰基三钌 、 PIFA 、 三异丙叉丙酮基膦 、 silver nitrate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 48.0h， 以61%的产率得到9-butyl-6-(3-nitrophenyl)purine
  参考文献：
  名称：

  机动设备3促进的钌催化元-6- Arylpurines的C-H硝化

  摘要：

  为了解决6-芳基嘌呤底物间位硝化的挑战，开发了一种通用的钌催化的间位CH硝化反应。使用空间受阻的膦配体对于催化效率至关重要，发现种类繁多的6-芳基嘌呤和核苷适用于该方法，从而以高收率提供了相应的完全间位硝化的产物。

  DOI：

  10.1021/acs.joc.8b00149

文献信息

• Pd(II)-Catalyzed <i>Ortho</i> Arylation of 6-Arylpurines with Aryl Iodides via Purine-Directed C−H Activation: A New Strategy for Modification of 6-Arylpurine Derivatives
  作者：Hai-Ming Guo、Li-Li Jiang、Hong-Ying Niu、Wei-Hao Rao、Lei Liang、Run-Ze Mao、De-Yang Li、Gui-Rong Qu

  DOI：10.1021/ol200405w

  日期：2011.4.15

  Purine is utilized as a new directing group for the Pd-catalyzed monoarylation of 6-arylpurines with simple aryl iodides via C H bond activation in good yields, providing a complementary tool for the modification of 6-arylpurines (nucleosides). Most importantly, purine can be used as a building block for nucleoside derivatives, and the use of purine as a directing group helps avoid additional synthetic steps.
• PMes₃-Promoted Ruthenium-Catalyzed <i>Meta</i> C–H Nitration of 6-Arylpurines
  作者：Zhoulong Fan、Heng Lu、Ao Zhang

  DOI：10.1021/acs.joc.8b00149

  日期：2018.3.16

  To address the challenge of meta nitration of 6-arylpurine substrates, a versatile ruthenium catalyzed meta C–H nitration is developed. The use of a sterically hindered phosphine ligand is crucial for the catalytic efficiency, and a broad class of 6-arylpurines and nucleosides were found suitable for this process providing corresponding exclusively meta nitrated products in good yields.

  为了解决6-芳基嘌呤底物间位硝化的挑战，开发了一种通用的钌催化的间位CH硝化反应。使用空间受阻的膦配体对于催化效率至关重要，发现种类繁多的6-芳基嘌呤和核苷适用于该方法，从而以高收率提供了相应的完全间位硝化的产物。