9-benzyl-6-(oxiran-2-yl)purine | 1087161-01-0

• 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-(oxiran-2-yl)purine
• CAS: 1087161-01-0
• 化学式: C₁₄H₁₂N₄O
• 分子量: 252.275
• InChiKey: KWIDINLWPMNBOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  56.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  9-benzyl-6-(oxiran-2-yl)purine 在 甲基氯化镁 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以71%的产率得到6-acetyl-9-benzylpurine
  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
• 作为产物：
  描述：

  9-benzyl-6-vinyl-9H-purine 在 叔丁基过氧化氢 、 ortho-tungstic acid 作用下， 以 氯仿 、 叔丁醇 为溶剂， 反应 16.0h， 以62%的产率得到9-benzyl-6-(oxiran-2-yl)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.