9-(3-(isopropylamino)propyl)-8-(6-(4-morpholinophenyl)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-6-amine | 1428730-62-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 9-(3-(isopropylamino)propyl)-8-(6-(4-morpholinophenyl)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-6-amine
• CAS: 1428730-62-4
• 化学式: C₂₈H₃₃N₇O₃S
• 分子量: 547.681
• InChiKey: XAHAQLBIFLBFEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.18
• 重原子数：
  39.0
• 可旋转键数：
  9.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  112.58
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为产物：
  描述：

  6-氨基-8-[(6-碘-1,3-苯并二茂-5-基)硫基]-N-异丙基-9H-嘌呤-9-丙胺 、 4-(4-(三丁基锡烷基)苯基)吗啉 在 四(三苯基膦)钯 、 lithium chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以48%的产率得到9-(3-(isopropylamino)propyl)-8-(6-(4-morpholinophenyl)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-6-amine
  参考文献：
  名称：

  Preparation of a Diverse Purine-Scaffold Library via One-Step Palladium Catalyzed Cross-Coupling

  摘要：

  In our ongoing efforts to prepare Hsp90 inhibitors, various cross-coupling reactions (Suzuki, Stille, Heck, and Sonogashira) were used to construct a diverse library of substituted purines in a single step from PU-H71 (1). We show that these reactions, particularly Suzuki coupling, are highly efficient, do not require protection of the pendant amine, and due to the wide variety of commercially available substrates, allow for the rapid development of a diverse purine library. The products derived from these reactions will enable us to explore the chemical space occupied by the key 6'-iodine of PU-H71 through molecules with diverse physical and chemical properties with the potential to be useful for diseases in which Hsp90 is implicated.

  DOI：

  10.3987/com-12-12613