5-Fluoro-1-((4aR,6R,7S,8R,8aR)-8-fluoro-7-hydroxy-2-methoxy-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-1H-pyrimidine-2,4-dione | 237075-78-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-Fluoro-1-((4aR,6R,7S,8R,8aR)-8-fluoro-7-hydroxy-2-methoxy-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-1H-pyrimidine-2,4-dione
• 英文别名: 1-[(4aR,6R,7S,8R,8aR)-8-fluoro-7-hydroxy-2-methoxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]-5-fluoropyrimidine-2,4-dione
• CAS: 237075-78-4
• 化学式: C₁₂H₁₄F₂N₂O₇
• 分子量: 336.249
• InChiKey: XJALYJBIEBBXEU-ZLQBIXQQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  5-Fluoro-1-((4aR,6R,7S,8R,8aR)-8-fluoro-7-hydroxy-2-methoxy-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-1H-pyrimidine-2,4-dione 在 咪唑 、 水 、 溶剂黄146 作用下， 以 吡啶 、 丙酮 为溶剂， 生成 5-fluoro-1-(2-O-t-butyldimethylsilyl-3-deoxy-3-fluoro-6-O-trityl-β-D-glucopyranosyl)uracil
  参考文献：
  名称：

  5-Fluoro-1-(3,4-dideoxy-3-fluoro-6-0-trityl-beta-D-glycero-hex-3-eno-pyranos-2-ulosyl (Uracil): Anticancer Agent

  摘要：

  1,2:5,6-Di-O-isopropylidene glucofuranose on mild oxidation, reduction, fluorination and deisopropylidenation followed by acetylation gave peracetylated 3-deoxy-3-fluoro-alpha-D-glucopyranose. This was coupled with silylated 5 fluorouracil. The nucleoside was deacetylated and after several subsequent protection and deprotection and final oxidation afforded the title compound.

  DOI：

  10.1080/15257779908041547
• 作为产物：
  描述：

  5-fluoro-1-(3-deoxy-3-fluoro-2,4,6-tri-O-acetyl-β-D-glucopyranosyl)uracol 在 氨 作用下， 以 甲醇 为溶剂， 生成 5-Fluoro-1-((4aR,6R,7S,8R,8aR)-8-fluoro-7-hydroxy-2-methoxy-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  5-Fluoro-1-(3,4-dideoxy-3-fluoro-6-0-trityl-beta-D-glycero-hex-3-eno-pyranos-2-ulosyl (Uracil): Anticancer Agent

  摘要：

  1,2:5,6-Di-O-isopropylidene glucofuranose on mild oxidation, reduction, fluorination and deisopropylidenation followed by acetylation gave peracetylated 3-deoxy-3-fluoro-alpha-D-glucopyranose. This was coupled with silylated 5 fluorouracil. The nucleoside was deacetylated and after several subsequent protection and deprotection and final oxidation afforded the title compound.

  DOI：

  10.1080/15257779908041547