ethyl 6-[[dimethoxy(oxido)phosphaniumyl]methyl]-2-oxo-4-propan-2-yl-3,4-dihydro-1H-pyrimidine-5-carboxylate | 1416476-83-9

• 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: ethyl 6-[[dimethoxy(oxido)phosphaniumyl]methyl]-2-oxo-4-propan-2-yl-3,4-dihydro-1H-pyrimidine-5-carboxylate
• CAS: 1416476-83-9
• 化学式: C₁₃H₂₃N₂O₆P
• 分子量: 334.309
• InChiKey: KPGJFLNFVWJZPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-(二甲氧基磷酰基)-3-氧代丁酸乙酯 、 异丁醛 、 尿素 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 72.0h， 以86%的产率得到ethyl 6-[[dimethoxy(oxido)phosphaniumyl]methyl]-2-oxo-4-propan-2-yl-3,4-dihydro-1H-pyrimidine-5-carboxylate
  参考文献：
  名称：

  Behaviour of β-Keto-δ-carbethoxyphosphonates and Phosphine Oxides in the Biginelli Multicomponent Reaction: Regioselective Synthesis of 5-Carbethoxy-6-phosphonomethyl-3,4-dihydropyrimidin-2-ones

  摘要：

  An efficient one-pot synthesis of the novel 5-carbethoxy-6-phosphonomethyl-3,4-dihydropyrimidin-2-ones via a three-component Biginelli-type condensation of beta-keto-delta-carbethoxyphosphonates and phosphine oxides with aldehydes and urea in the presence of a catalytic amount of acetic acid, is described. The reaction proceeded efficiently at room temperature to afford regioselectively the title compounds in good to high yields. The factors governing the regioselectivity of the reaction are discussed.

  DOI：

  10.3987/com-12-12570

文献信息

• Behaviour of β-Keto-δ-carbethoxyphosphonates and Phosphine Oxides in the Biginelli Multicomponent Reaction: Regioselective Synthesis of 5-Carbethoxy-6-phosphonomethyl-3,4-dihydropyrimidin-2-ones
  作者：Soufiane Touil、Emna Chebil

  DOI：10.3987/com-12-12570

  日期：——

  An efficient one-pot synthesis of the novel 5-carbethoxy-6-phosphonomethyl-3,4-dihydropyrimidin-2-ones via a three-component Biginelli-type condensation of beta-keto-delta-carbethoxyphosphonates and phosphine oxides with aldehydes and urea in the presence of a catalytic amount of acetic acid, is described. The reaction proceeded efficiently at room temperature to afford regioselectively the title compounds in good to high yields. The factors governing the regioselectivity of the reaction are discussed.