1-(6-(diethylamino)-9H-purin-9-yl)propan-2-one | 1394229-53-8

• 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: 1-(6-(diethylamino)-9H-purin-9-yl)propan-2-one
• 英文别名: 1-[6-(Diethylamino)purin-9-yl]propan-2-one
• CAS: 1394229-53-8
• 化学式: C₁₂H₁₇N₅O
• 分子量: 247.3
• InChiKey: FSMGRIHVDAWXNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  63.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(6-(diethylamino)-9H-purin-9-yl)propan-2-one 在 [RuCl2(benzene)]2 、 (S)-(+)-alpha,alpha-二苯基脯氨醇 、 sodium formate 作用下， 以 乙腈 为溶剂， 反应 48.0h， 以87%的产率得到1-(6-(diethylamino)-9H-purin-9-yl) propan-2-ol
  参考文献：
  名称：

  The Synthesis of Tenofovir and Its Analogues via Asymmetric Transfer Hydrogenation

  摘要：

  A series of tenofovir analogues with potential antiviral and immunobiologically active compounds were synthesized through an asymmetric transfer hydrogenation reaction from achiral purine derivatives. Up to 97% ee and good to excellent yields were achieved under mild conditions through short reaction steps. The present report suggests an efficient process to acquire tenofovir and its analogues.

  DOI：

  10.1021/ol500583d
• 作为产物：
  描述：

  溴丙酮 、 N,N-二乙基-7H-嘌呤-6-胺 在 potassium carbonate 、 β-环糊精 作用下， 以 水 为溶剂， 反应 1.0h， 以40%的产率得到1-(6-(diethylamino)-9H-purin-9-yl)propan-2-one
  参考文献：
  名称：

  Regioselective N9 alkylation of purine rings assisted by β-cyclodextrin

  摘要：

  Under the assistance of beta-cyclodextrin, purine was effectively alkylated at N9 together with up to 99% conversion and good to excellent yield using water as the solvent. High regioselectivity-N9/N7 selectivity>99:1 was attributed to the beta-cyclodextrin cavity blocked the N7 of purines ring. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.07.025