2,4(1H,3H)-Pyrimidinedione,5-methyl-1-[2-(2-phenyl-1,3-dioxan-5-ylidene)ethyl]- | 839674-89-4

• 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: 2,4(1H,3H)-Pyrimidinedione,5-methyl-1-[2-(2-phenyl-1,3-dioxan-5-ylidene)ethyl]-
• 英文别名: 5-methyl-1-[2-(2-phenyl-1,3-dioxan-5-yliden)ethyl]-2,4(1H,3H)-pyrimidinedione
• CAS: 839674-89-4
• 化学式: C₁₇H₁₈N₂O₄
• 分子量: 314.341
• InChiKey: PNEBNRUHWHPWQN-QPEQYQDCSA-N

物化性质

• 密度：
  1.289±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.52
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  73.32
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2,4(1H,3H)-Pyrimidinedione,5-methyl-1-[2-(2-phenyl-1,3-dioxan-5-ylidene)ethyl]- 在 三氟乙酸 作用下， 反应 3.0h， 以97%的产率得到1-[4-hydroxy-3-(hydroxymethyl)-2-butenyl]-5-methyl-2,4(1H,3H)-pyrimidinedione
  参考文献：
  名称：

  Efficient synthesis of various acycloalkenyl derivatives of pyrimidine using cross-metathesis and Pd(0) methodologies

  摘要：

  Novel acyclonucleosides (9a-d, 10a-d, 18a,b and 19a,b) have been prepared using Pd(0) and cross-metathesis methodologies. The allylic N-alkylation under Tsuji-Trost conditions was used to introduce the nucleobase, while the Suzuki-Miyaura reaction afforded C-5 substituted uracil analogues. The cross-metathesis performed with a ruthenium catalyst was used to provide new acycloalkenyl nucleosides. The antiviral activities of all final compounds have been evaluated. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.11.019
• 作为产物：
  描述：

  胸腺嘧啶 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.75h， 生成 2,4(1H,3H)-Pyrimidinedione,5-methyl-1-[2-(2-phenyl-1,3-dioxan-5-ylidene)ethyl]-
  参考文献：
  名称：

  Efficient synthesis of various acycloalkenyl derivatives of pyrimidine using cross-metathesis and Pd(0) methodologies

  摘要：

  Novel acyclonucleosides (9a-d, 10a-d, 18a,b and 19a,b) have been prepared using Pd(0) and cross-metathesis methodologies. The allylic N-alkylation under Tsuji-Trost conditions was used to introduce the nucleobase, while the Suzuki-Miyaura reaction afforded C-5 substituted uracil analogues. The cross-metathesis performed with a ruthenium catalyst was used to provide new acycloalkenyl nucleosides. The antiviral activities of all final compounds have been evaluated. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.11.019