6-amino-9-(cyclohexylmethyl)-7H-purin-8(9H)-one | 1427272-52-3

• 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: 6-amino-9-(cyclohexylmethyl)-7H-purin-8(9H)-one
• 英文别名: 6-amino-9-(cyclohexylmethyl)-7H-purin-8-one
• CAS: 1427272-52-3
• 化学式: C₁₂H₁₇N₅O
• 分子量: 247.3
• InChiKey: OGLTUIBHBMAHFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  84.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  8-溴腺嘌呤 在 甲酸 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.33h， 生成 6-amino-9-(cyclohexylmethyl)-7H-purin-8(9H)-one
  参考文献：
  名称：

  Synthetic Strategies to 9-Substituted 8-Oxoadenines

  摘要：

  Three synthetic routes to 9-substituted 8-oxoadenines have been studied: bromination of adenine followed by N-9-alkylation/arylation and finally hydrolysis; bromination of adenine, hydrolysis, and N-functionalization as the last step; and N-9-alkylation of adenine, halogenation, and finally hydrolysis. As long as the N-9-functional group is compatible with conditions required for introduction of the halogen, the latter strategy was the most efficient. Also, a strategy starting from 5-amino-4,6-dichloropyrimidine was found to be a very good alternative for synthesis of 9-substituted 8-oxoadenines. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.

  DOI：

  10.1080/00397911.2011.642051

文献信息

• Synthetic Strategies to 9-Substituted 8-Oxoadenines
  作者：Huey-San Melanie Siah、Lise-Lotte Gundersen

  DOI：10.1080/00397911.2011.642051

  日期：2013.6.3

  Three synthetic routes to 9-substituted 8-oxoadenines have been studied: bromination of adenine followed by N-9-alkylation/arylation and finally hydrolysis; bromination of adenine, hydrolysis, and N-functionalization as the last step; and N-9-alkylation of adenine, halogenation, and finally hydrolysis. As long as the N-9-functional group is compatible with conditions required for introduction of the halogen, the latter strategy was the most efficient. Also, a strategy starting from 5-amino-4,6-dichloropyrimidine was found to be a very good alternative for synthesis of 9-substituted 8-oxoadenines. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.