1-(2-chloro-1-phenylethyl)-1H-pyrimidine-2,4-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-(2-chloro-1-phenylethyl)-1H-pyrimidine-2,4-dione
• 英文别名: 1-(2-Chloro-1-phenylethyl)pyrimidine-2,4-dione
• 化学式: C₁₂H₁₁ClN₂O₂
• 分子量: 250.685
• InChiKey: APSMZRPVUHLSRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-phenyl-2,3-dihydrooxazolo[3,2-a]pyrimidin-7-one 在 三甲基氯硅烷 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以100%的产率得到1-(2-chloro-1-phenylethyl)-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  An Efficient Synthesis of Pyrimidines from β-Amino Alcohols

  摘要：

  [GRAPHICS]Pyrimidinones 3 were chemoselectively reduced by using metal-catalyzed hydrogenation and stereoselectively substituted by various nucleophiles. Starting from beta-amino alcohols 1, the overall process allows efficient access to substituted pyrimidines 4 and 6.

  DOI：

  10.1021/ol991385x

文献信息

• An Efficient Synthesis of a New Series of Acyclonucleosides Starting from β-Amino Alcohols
  作者：Claude Agami、Luc Dechoux、Louis Hamon、Mohand Melaimi

  DOI：10.1021/jo000812d

  日期：2000.10.1

  A series of new acyclonucleosides analogues 3 has been synthesized very efficiently in three steps starting from beta-amino alcohols 1. The key step of this process is a nucleophilic substitution with various nucleophiles on 2,2'-anhydronucleosides 2. The chemo- and stereoselectivities of this reaction are discussed. AM1 calculations sustained the observed chemoselectivity.
• An Efficient Synthesis of Pyrimidines from β-Amino Alcohols
  作者：Claude Agami、Luc Dechoux、Mohand Melaimi

  DOI：10.1021/ol991385x

  日期：2000.3.1

  [GRAPHICS]Pyrimidinones 3 were chemoselectively reduced by using metal-catalyzed hydrogenation and stereoselectively substituted by various nucleophiles. Starting from beta-amino alcohols 1, the overall process allows efficient access to substituted pyrimidines 4 and 6.