6-chloro-9-benzyl-7,8-dihydro-2-iodopurine | 1258274-73-5

• 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-chloro-9-benzyl-7,8-dihydro-2-iodopurine
• CAS: 1258274-73-5
• 化学式: C₁₂H₁₀ClIN₄
• 分子量: 372.596
• InChiKey: VMDOCYRVQCAVFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.12
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  41.05
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  6-chloro-9-benzyl-7,8-dihydro-2-iodopurine 、 3-溴丙炔 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 2.0h， 以82%的产率得到9-benzyl-6-chloro-7,8-dihydro-2-iodo-7-propargylpurine
  参考文献：
  名称：

  Selective Synthesis of 7-Substituted Purines via 7,8-Dihydropurines

  摘要：

  A simple and efficient protocol for the preparation of 7-substituted purines is described. 6- and 2,6-Dihalopurines were N-9-tritylated and then transformed to 7,8-dihydropurines by DIBAL-H. Subsequent N-7-alkylation followed by N-9-trityl deprotection with trifluoroacetic acid was accompanied by spontaneous reoxidation, which led to the 7-substituted purines at 55-88% overall isolated yields.

  DOI：

  10.1021/ol1025525
• 作为产物：
  描述：

  9-苄基-6-氯-2-碘嘌呤 在 二异丁基氢化铝 、 Glauber's salt 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 2.0h， 以97%的产率得到6-chloro-9-benzyl-7,8-dihydro-2-iodopurine
  参考文献：
  名称：

  Selective Synthesis of 7-Substituted Purines via 7,8-Dihydropurines

  摘要：

  A simple and efficient protocol for the preparation of 7-substituted purines is described. 6- and 2,6-Dihalopurines were N-9-tritylated and then transformed to 7,8-dihydropurines by DIBAL-H. Subsequent N-7-alkylation followed by N-9-trityl deprotection with trifluoroacetic acid was accompanied by spontaneous reoxidation, which led to the 7-substituted purines at 55-88% overall isolated yields.

  DOI：

  10.1021/ol1025525