9-benzyl-7-ethyl-6-methoxy-7H-purin-8(9H)-one | 1491885-06-3

• 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-7-ethyl-6-methoxy-7H-purin-8(9H)-one
• 英文别名: 9-benzyl-7-ethyl-6-methoxy-7,9-dihydro-8H-purin-8-one；9-Benzyl-7-ethyl-6-methoxypurin-8-one；9-benzyl-7-ethyl-6-methoxypurin-8-one
• CAS: 1491885-06-3
• 化学式: C₁₅H₁₆N₄O₂
• 分子量: 284.318
• InChiKey: SWRSHWVOQPTSRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  21
• 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：
  58.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  碘乙烷 、 9-benzyl-6-(methoxy)-9H-purine 在 咪唑 、 copper(l) iodide 、 二叔丁基过氧化物 、 三甲基乙酸 作用下， 以 正己烷 、 N,N-二甲基乙酰胺 为溶剂， 反应 24.0h， 以80%的产率得到9-benzyl-7-ethyl-6-methoxy-7H-purin-8(9H)-one
  参考文献：
  名称：

  One-Pot Synthesis of 7,9-Dialkylpurin-8-one Analogues: Broad Substrate Scope

  摘要：

  The one-pot and direct synthesis of 7,9-dialkylpurin-8-one analogues with broad substrate scope has been developed. This copper-catalyzed C-H oxidation reaction could avoid multistep synthesis of quaternary ammonium salts and expand the scope of halogenated alkanes. Moreover, benzimidazole derivatives are also applicable in the catalytic system.

  DOI：

  10.1021/jo402248d

文献信息

• Iodine-catalyzed oxidative functionalization of purines with (thio)ethers or methylarenes for the synthesis of purin-8-one analogues
  作者：Juanping Zhuge、Ziyang Jiang、Wei Jiang、Gary Histand、Dongen Lin

  DOI：10.1039/d1ob00118c

  日期：——

  An efficient oxidative functionalization of purine-like substrates with (thio)ethers or methylarenes under mild conditions is described. Using I2 as the catalyst, and TBHP as the oxidant, this protocol provides a valuable synthetic tool for the assembly of a wide range of 9-alkyl(benzyl)purin-8-one derivatives with high atom- and step-economy and exceptional functional group tolerance.

  描述了在温和条件下用（硫）醚或甲基芳烃对嘌呤样底物进行有效的氧化功能化。该协议使用 I 2作为催化剂，TBHP 作为氧化剂，为组装各种具有高原子经济性和阶梯经济性的 9-烷基（苄基）purin-8-one 衍生物提供了一种有价值的合成工具。官能团耐受性。
• One-Pot Synthesis of 7,9-Dialkylpurin-8-one Analogues: Broad Substrate Scope
  作者：Jian-Ping Li、Yu Huang、Ming-Sheng Xie、Gui-Rong Qu、Hong-Ying Niu、Hai-Xia Wang、Bo-Wen Qin、Hai-Ming Guo

  DOI：10.1021/jo402248d

  日期：2013.12.20

  The one-pot and direct synthesis of 7,9-dialkylpurin-8-one analogues with broad substrate scope has been developed. This copper-catalyzed C-H oxidation reaction could avoid multistep synthesis of quaternary ammonium salts and expand the scope of halogenated alkanes. Moreover, benzimidazole derivatives are also applicable in the catalytic system.