2,4-Dimethoxy-5,6,11,12-tetradehydro-7,8,9,10-tetrahydrocyclodeca[d]pyrimidin-7-ol | 318292-96-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,4-Dimethoxy-5,6,11,12-tetradehydro-7,8,9,10-tetrahydrocyclodeca[d]pyrimidin-7-ol
• CAS: 318292-96-5
• 化学式: C₁₄H₁₄N₂O₃
• 分子量: 258.277
• InChiKey: KVPBMPUIFKHBIB-UHFFFAOYSA-N

物化性质

• 沸点：
  509.0±60.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  64.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,4-Dimethoxy-5,6,11,12-tetradehydro-7,8,9,10-tetrahydrocyclodeca[d]pyrimidin-7-ol 以 异丙醇 为溶剂， 反应 10.0h， 以93%的产率得到2,4-Dimethoxy-6,7,8,9-tetrahydro-benzo[g]quinazolin-6-ol
  参考文献：
  名称：

  Photochemical and Thermal Bergman Cyclization of a Pyrimidine Enediynol and Enediynone

  摘要：

  Novel 10-membered pyrimidine enediynes (3 and 4) were synthesized in seven and eight steps, respectively. These compounds were compared for their abilities to undergo Bergman cyclization both thermally and photochemically, Alcohol 3 readily cyclized both thermally and photochemically in (PrOH)-Pr-i, while ketone 4 only showed efficient thermal cyclization, Both compounds were also shown to cleave dsDNA under the appropriate conditions.

  DOI：

  10.1021/ol006061j
• 作为产物：
  描述：

  6-(5-Ethynyl-2,6-dimethoxy-pyrimidin-4-yl)-hex-5-yn-1-ol 在 chromium dichloride 、 N-碘代丁二酰亚胺 、 silver nitrate 、 pyridinium chlorochromate 、 nickel dichloride 作用下， 以 四氢呋喃 、 二氯甲烷 、 丙酮 为溶剂， 反应 3.0h， 生成 2,4-Dimethoxy-5,6,11,12-tetradehydro-7,8,9,10-tetrahydrocyclodeca[d]pyrimidin-7-ol
  参考文献：
  名称：

  Photochemical and Thermal Bergman Cyclization of a Pyrimidine Enediynol and Enediynone

  摘要：

  Novel 10-membered pyrimidine enediynes (3 and 4) were synthesized in seven and eight steps, respectively. These compounds were compared for their abilities to undergo Bergman cyclization both thermally and photochemically, Alcohol 3 readily cyclized both thermally and photochemically in (PrOH)-Pr-i, while ketone 4 only showed efficient thermal cyclization, Both compounds were also shown to cleave dsDNA under the appropriate conditions.

  DOI：

  10.1021/ol006061j