9-benzyl-6-[1-hydroxy-2-(methylsulfanyl)ethyl]purine | 1087161-15-6

• 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-6-[1-hydroxy-2-(methylsulfanyl)ethyl]purine
• 英文别名: 1-(9-Benzylpurin-6-yl)-2-methylsulfanylethanol
• CAS: 1087161-15-6
• 化学式: C₁₅H₁₆N₄OS
• 分子量: 300.384
• InChiKey: MRTVYRVJZRLPDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  89.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  9-benzyl-6-(oxiran-2-yl)purine 、 sodium thiomethoxide 以 四氢呋喃 、 水 为溶剂， 反应 3.0h， 以60%的产率得到9-benzyl-6-[2-hydroxy-1-(methylsulfanyl)ethyl]purine
  参考文献：
  名称：

  Synthesis of diverse 6-(1,2-disubstituted ethyl)purine bases and nucleosides via 6-(oxiran-2-yl)purines

  摘要：

  Dihydroxylation of 6-vinylpurines with t-BuOOH and OSO4 gave 6-(1,2-dihydroxyethyl)purines 2, while the epoxidation with H2WO4 and t-BuOOH afforded 6-(oxiran-2-yl)purines 3. Oxirane ring-opening reactions of 3 with diverse nucleophiles gave a series of title 6-(1,2-disubstituted ethyl)purine bases and nucleosides, which were tested for cytostatic and antiviral activities. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2008.08.074

文献信息

• Synthesis of diverse 6-(1,2-disubstituted ethyl)purine bases and nucleosides via 6-(oxiran-2-yl)purines
  作者：Martin Kuchař、Radek Pohl、Blanka Klepetářová、Michal Hocek

  DOI：10.1016/j.tet.2008.08.074

  日期：2008.11

  Dihydroxylation of 6-vinylpurines with t-BuOOH and OSO4 gave 6-(1,2-dihydroxyethyl)purines 2, while the epoxidation with H2WO4 and t-BuOOH afforded 6-(oxiran-2-yl)purines 3. Oxirane ring-opening reactions of 3 with diverse nucleophiles gave a series of title 6-(1,2-disubstituted ethyl)purine bases and nucleosides, which were tested for cytostatic and antiviral activities. (C) 2008 Published by Elsevier Ltd.