5-methoxymethyl-1,3-dimethyl-1H-pyrimidine-2,4-dione | 14181-47-6

• 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: 5-methoxymethyl-1,3-dimethyl-1H-pyrimidine-2,4-dione
• 英文别名: 1,3-Dimethyl-5-methoxymethyl-uracil；5-Methoxymethyl-1,3-dimethyluracil；Uracil, 5-(methoxymethyl)-1,3-dimethyl-；5-(methoxymethyl)-1,3-dimethylpyrimidine-2,4-dione
• CAS: 14181-47-6
• 化学式: C₈H₁₂N₂O₃
• 分子量: 184.195
• InChiKey: KAOMKKGEAAIGEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  萘 、 5-methoxymethyl-1,3-dimethyl-1H-pyrimidine-2,4-dione 在 间戊二烯 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以36%的产率得到(6aR,6bR,10aS,10bR)-10a-Methoxymethyl-7,9-dimethyl-6b,7,10a,10b-tetrahydro-6aH-7,9-diaza-benzo[a]biphenylene-8,10-dione
  参考文献：
  名称：

  Direct C-C Bond Formation between Thymine Derivatives and Naphthalene through [2+2]-Photocycloaddition

  摘要：

  In contrast to our previous findings that UV-irradiation of 1,3-dimethylthymine (1a) with naphthalene (2) underwent 1,4-cycloaddition to give an ethenobenzoquinazoline derivative, UV-irradiation of a mixture of 1a and 2 in the presence of piperylene preferentially underwent 1,2-cycloaddition to give cis-tetrahydronaphthocyclobutapyrimidine in high stereoselectivity. Similar irradiation of 1,3-dimethyluracil and its derivatives (1) with substituents at C-5 gave the corresponding cis-1,2-adducts (3) in fair yields.

  DOI：

  10.3987/com-05-s(k)55

文献信息

• Ohkura, Kazue; Ishihara, Tetsuya; Nakata, Yasunobu, Heterocycles, 2004, vol. 62, p. 213 - 216
  作者：Ohkura, Kazue、Ishihara, Tetsuya、Nakata, Yasunobu、Seki, Koh-Ichi

  DOI：——

  日期：——
• Direct C-C Bond Formation between Thymine Derivatives and Naphthalene through [2+2]-Photocycloaddition
  作者：Kazue Ohkura、Koh-ichi Seki、Tetsuya Ishihara、Hajime Takahashi、Haruko Takechi

  DOI：10.3987/com-05-s(k)55

  日期：——

  In contrast to our previous findings that UV-irradiation of 1,3-dimethylthymine (1a) with naphthalene (2) underwent 1,4-cycloaddition to give an ethenobenzoquinazoline derivative, UV-irradiation of a mixture of 1a and 2 in the presence of piperylene preferentially underwent 1,2-cycloaddition to give cis-tetrahydronaphthocyclobutapyrimidine in high stereoselectivity. Similar irradiation of 1,3-dimethyluracil and its derivatives (1) with substituents at C-5 gave the corresponding cis-1,2-adducts (3) in fair yields.