1-Benzhydryl-3-benzyl-5-nitropyrimidine-2,4-dione | 821795-59-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-Benzhydryl-3-benzyl-5-nitropyrimidine-2,4-dione
• CAS: 821795-59-9
• 化学式: C₂₄H₁₉N₃O₄
• 分子量: 413.433
• InChiKey: TVXSPWVAEBUKFR-UHFFFAOYSA-N

物化性质

• 沸点：
  575.4±60.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  86.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-Benzhydryl-3-benzyl-5-nitropyrimidine-2,4-dione 在 三氟甲磺酸 作用下， 以 三氟乙酸 为溶剂， 以100%的产率得到3-benzyl-5-nitro-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Benzhydryl as an Efficient Selective Nitrogen Protecting Group for Uracils

  摘要：

  Regioselective N-substitution of the less active nitrogen within uracil analogues has been achieved following preliminary N-protection at the more active N-position with a benzhydryl protecting group. This protecting group is stable to concentrated HCl (aqueous) at reflux temperature, TFA at room temperature, and Pd-C-catalyzed normal pressure hydrogenation at room temperature; the benzhydryl group can be removed quantitatively and selectively with a 10% triflic acid solution in TFA at 0 degreesC.

  DOI：

  10.1021/jo0485076
• 作为产物：
  描述：

  二苯基溴甲烷 在 N,O-双三甲硅基乙酰胺 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 1-Benzhydryl-3-benzyl-5-nitropyrimidine-2,4-dione
  参考文献：
  名称：

  Benzhydryl as an Efficient Selective Nitrogen Protecting Group for Uracils

  摘要：

  Regioselective N-substitution of the less active nitrogen within uracil analogues has been achieved following preliminary N-protection at the more active N-position with a benzhydryl protecting group. This protecting group is stable to concentrated HCl (aqueous) at reflux temperature, TFA at room temperature, and Pd-C-catalyzed normal pressure hydrogenation at room temperature; the benzhydryl group can be removed quantitatively and selectively with a 10% triflic acid solution in TFA at 0 degreesC.

  DOI：

  10.1021/jo0485076

文献信息

• Benzhydryl as an Efficient Selective Nitrogen Protecting Group for Uracils
  作者：Fan Wu、Musole G. Buhendwa、Donald F. Weaver

  DOI：10.1021/jo0485076

  日期：2004.12.1

  Regioselective N-substitution of the less active nitrogen within uracil analogues has been achieved following preliminary N-protection at the more active N-position with a benzhydryl protecting group. This protecting group is stable to concentrated HCl (aqueous) at reflux temperature, TFA at room temperature, and Pd-C-catalyzed normal pressure hydrogenation at room temperature; the benzhydryl group can be removed quantitatively and selectively with a 10% triflic acid solution in TFA at 0 degreesC.