9-benzyl-6-(6-butyl-1,3-dihydroisobenzofuran-5-yl)-9H-purine | 528570-70-9

• 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-benzyl-6-(6-butyl-1,3-dihydroisobenzofuran-5-yl)-9H-purine
• 英文别名: 9H-Purine, 6-(6-butyl-1,3-dihydro-5-isobenzofuranyl)-9-(phenylmethyl)-；9-benzyl-6-(6-butyl-1,3-dihydro-2-benzofuran-5-yl)purine
• CAS: 528570-70-9
• 化学式: C₂₄H₂₄N₄O
• 分子量: 384.481
• InChiKey: KBHWNFLWVNQTIU-UHFFFAOYSA-N

物化性质

• 沸点：
  610.6±65.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  52.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  丙炔醚 、 9-benzyl-6-(hex-1-yn-1-yl)purine 在 CoBr(PPh3)3 作用下， 以 甲苯 为溶剂， 反应 72.0h， 以55%的产率得到9-benzyl-6-(6-butyl-1,3-dihydroisobenzofuran-5-yl)-9H-purine
  参考文献：
  名称：

  [2+2+2]-Co-cyclotrimerization 6-alkynylpurines with diynes: a method for preparation of 6-arylpurines

  摘要：

  A novel approach to 6-arylpurines based on [2+2+2]-co-cyclotrimerization of 6-alkynylpurines with various alpha,omega-diynes is described. Co-cyclotrimerization is catalyzed by Ni- and Co-phosphine catalysts and their choice depends on the substitution pattern of the both reactants. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02643-6

文献信息

• [2+2+2]-Co-cyclotrimerization 6-alkynylpurines with diynes: a method for preparation of 6-arylpurines
  作者：Pavel Turek、Martin Kotora、Michal Hocek、Ivana Cı́sařová

  DOI：10.1016/s0040-4039(02)02643-6

  日期：2003.1

  A novel approach to 6-arylpurines based on [2+2+2]-co-cyclotrimerization of 6-alkynylpurines with various alpha,omega-diynes is described. Co-cyclotrimerization is catalyzed by Ni- and Co-phosphine catalysts and their choice depends on the substitution pattern of the both reactants. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Cocyclotrimerization of 6-Alkynylpurines with α,ω-Diynes as a Novel Approach to Biologically Active 6-Arylpurines
  作者：Pavel Turek、Martin Kotora、Iva Tišlerová、Michal Hocek、Ivan Votruba、Ivana Císařová

  DOI：10.1021/jo0486342

  日期：2004.12.1

  Transition metal complex catalyzed cocyclotrimerization of 6-alkynylpurines 1 with various diynes enables the preparation of a plethora of substituted 6-arylpurines 3 in good yields. The most general catalyst for the reaction is a user-friendly system based on a nickel-phosphine complex and reductant (NiBr2(dppe)/Zn) in MeCN. The reaction conditions are compatible with various protective groups on the purine moiety (Bn, THP). As far as other potential catalysts were concerned, only CoBr(PPh3)(3) showed reasonable activity in cocyclotrimerization of alkynylpurines with dipropargyl ether. A comparison of catalytic with stoichiometric approaches and the ligand effect in the catalyst is also given. Cytostatic activity screening of title 6-arylpurines was performed and several moderately active compounds were found.