1,3-二(4-甲氧基苄基)-5-氟尿嘧啶 | 897304-05-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1,3-二(4-甲氧基苄基)-5-氟尿嘧啶
• 英文名称: 1,3-bis(4-methoxybenzyl)-5-fluorouracil
• 英文别名: 5-fluoro-1,3-bis[(4-methoxyphenyl)methyl]pyrimidine-2,4-dione
• CAS: 897304-05-1
• 化学式: C₂₀H₁₉FN₂O₄
• 分子量: 370.38
• InChiKey: GXYGWQHJJWACMQ-UHFFFAOYSA-N

物化性质

• 熔点：
  126-128°C
• 溶解度：
  可溶于氯仿（少许）、乙酸乙酯（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  59.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,3-二(4-甲氧基苄基)-5-氟尿嘧啶 在 L-Selectride 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以70%的产率得到1,3-bis(4-methoxybenzyl)-5,6-dihydro-5-fluorouracil
  参考文献：
  名称：

  Improved Chemical Syntheses of 5,6-Dihydro-5-fluorouracil

  摘要：

  5,6-Dihydro-5-fluorouracil (5-DHFU) is a metabolite of the chemotherapy drug 5-fluorouracil (5-FU) of importance for biological studies. 5-DHFU has been prepared by enzymatic reduction of 5-FU and in very low yield by hydrogenation of 5-FU; however, a practical chemical synthesis is not available. Facile racemic syntheses of 5-DHFU from 5-FU or uracil, using p-methoxybenzyl protecting groups followed by L-Selectride reduction, are reported.

  DOI：

  10.1021/jo071255z
• 作为产物：
  描述：

  5-氟脲嘧啶 、 4-甲氧基溴苄 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以94%的产率得到1,3-二(4-甲氧基苄基)-5-氟尿嘧啶
  参考文献：
  名称：

  Improved Chemical Syntheses of 5,6-Dihydro-5-fluorouracil

  摘要：

  5,6-Dihydro-5-fluorouracil (5-DHFU) is a metabolite of the chemotherapy drug 5-fluorouracil (5-FU) of importance for biological studies. 5-DHFU has been prepared by enzymatic reduction of 5-FU and in very low yield by hydrogenation of 5-FU; however, a practical chemical synthesis is not available. Facile racemic syntheses of 5-DHFU from 5-FU or uracil, using p-methoxybenzyl protecting groups followed by L-Selectride reduction, are reported.

  DOI：

  10.1021/jo071255z

文献信息

• Improved Chemical Syntheses of 5,6-Dihydro-5-fluorouracil
  作者：Andrew L. LaFrate、John A. Katzenellenbogen

  DOI：10.1021/jo071255z

  日期：2007.10.1

  5,6-Dihydro-5-fluorouracil (5-DHFU) is a metabolite of the chemotherapy drug 5-fluorouracil (5-FU) of importance for biological studies. 5-DHFU has been prepared by enzymatic reduction of 5-FU and in very low yield by hydrogenation of 5-FU; however, a practical chemical synthesis is not available. Facile racemic syntheses of 5-DHFU from 5-FU or uracil, using p-methoxybenzyl protecting groups followed by L-Selectride reduction, are reported.