1-(1-adamantyl)-2-(2,6-dimethoxypyrimidin-4-yl)ethanone | 1236194-02-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(1-adamantyl)-2-(2,6-dimethoxypyrimidin-4-yl)ethanone
• CAS: 1236194-02-7
• 化学式: C₁₈H₂₄N₂O₃
• 分子量: 316.4
• InChiKey: NCMPZQCQLOZLCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  61.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(1-adamantyl)-2-(2,6-dimethoxypyrimidin-4-yl)ethanone 在 盐酸 、 水 作用下， 反应 48.0h， 以75%的产率得到6-(2-oxo-2-(1-adamantyl)ethyl)uracil
  参考文献：
  名称：

  Short Access to 6-Substituted Pyrimidine Derivatives by the S_RN1 Mechanism. Synthesis of 6-Substituted Uracils through a One-Pot Procedure

  摘要：

  The synthesis of 6-substituted 2,4-dimethoxypyrimidines with different nucleophiles was accomplished with good to excellent yields (50-95%) through S(RN)1 reactions, starting from commercially available 6-chloro-2,4-dimethoxypyrimidine (1). Hydrolysis of these derivatives gave access to 6-substituted uracils with good yields and short times by the use of microwave irradiation. The preparation of uracils from 1 without the isolation of 2,4-dimethoxypyrimidine derivatives affords a rapid access to these compounds in good yields and excellent purity by avoiding an unnecessary step of purification.

  DOI：

  10.1021/jo101064e
• 作为产物：
  描述：

  6-氯-2,4-甲氧基嘧啶 、 1-金刚烷甲酮 在 potassium tert-butylate 、 氨 作用下， 反应 0.58h， 以69%的产率得到1-(1-adamantyl)-2-(2,6-dimethoxypyrimidin-4-yl)ethanone
  参考文献：
  名称：

  Short Access to 6-Substituted Pyrimidine Derivatives by the S_RN1 Mechanism. Synthesis of 6-Substituted Uracils through a One-Pot Procedure

  摘要：

  The synthesis of 6-substituted 2,4-dimethoxypyrimidines with different nucleophiles was accomplished with good to excellent yields (50-95%) through S(RN)1 reactions, starting from commercially available 6-chloro-2,4-dimethoxypyrimidine (1). Hydrolysis of these derivatives gave access to 6-substituted uracils with good yields and short times by the use of microwave irradiation. The preparation of uracils from 1 without the isolation of 2,4-dimethoxypyrimidine derivatives affords a rapid access to these compounds in good yields and excellent purity by avoiding an unnecessary step of purification.

  DOI：

  10.1021/jo101064e