9-Pent-4-ynyl-8-(3,4,5-trimethoxy-benzenesulfonyl)-9H-purin-6-ylamine | 827302-66-9

• 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-Pent-4-ynyl-8-(3,4,5-trimethoxy-benzenesulfonyl)-9H-purin-6-ylamine
• 英文别名: 9-(Pent-4-yn-1-yl)-8-(3,4,5-trimethoxybenzene-1-sulfonyl)-9H-purin-6-amine；9-pent-4-ynyl-8-(3,4,5-trimethoxyphenyl)sulfonylpurin-6-amine
• CAS: 827302-66-9
• 化学式: C₁₉H₂₁N₅O₅S
• 分子量: 431.472
• InChiKey: QCCUXARSTIGMJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  140
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  [9-Pent-4-ynyl-8-(3,4,5-trimethoxyphenyl)sulfanylpurin-6-yl]imino-triphenyl-lambda5-phosphane 在 aluminum oxide 、 Oxone 、 水 、 溶剂黄146 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 9-Pent-4-ynyl-8-(3,4,5-trimethoxy-benzenesulfonyl)-9H-purin-6-ylamine
  参考文献：
  名称：

  Synthesis of 8-arylsulfoxyl/sulfonyl adenines

  摘要：

  We report a method for the synthesis of 9-N-alkyl-8-arylsulfoxyl adenines and 9-N-alkyl-8-arylsulfonyl adenines. The approach starts with a tandem one-pot reaction that by using Mitsunobu conditions converts 8-arylsulfanyl adenines to the corresponding iminophosphorane protected 9-N-alkyl-8-arylsulfanyl adenines. These compounds were further subjected to selective OXONE(R)/alumina mediated oxidation followed by deprotection of the amine leading to the desired sulfoxides and sulfones. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.11.009

文献信息

• Synthesis of 8-arylsulfoxyl/sulfonyl adenines
  作者：Laura Llauger、Huazhong He、Gabriela Chiosis

  DOI：10.1016/j.tetlet.2004.11.009

  日期：2004.12

  We report a method for the synthesis of 9-N-alkyl-8-arylsulfoxyl adenines and 9-N-alkyl-8-arylsulfonyl adenines. The approach starts with a tandem one-pot reaction that by using Mitsunobu conditions converts 8-arylsulfanyl adenines to the corresponding iminophosphorane protected 9-N-alkyl-8-arylsulfanyl adenines. These compounds were further subjected to selective OXONE(R)/alumina mediated oxidation followed by deprotection of the amine leading to the desired sulfoxides and sulfones. (C) 2004 Elsevier Ltd. All rights reserved.