1-[5-(羟甲基)呋喃-2-基]-5-甲基嘧啶-2,4-二酮 | 69080-60-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 1-[5-(羟甲基)呋喃-2-基]-5-甲基嘧啶-2,4-二酮
• 英文名称: 2-hydroxymethyl-5-(thymin-1-yl)furan
• 英文别名: 1-[5-(Hydroxymethyl)furan-2-yl]-5-methylpyrimidine-2,4(1H,3H)-dione；1-[5-(hydroxymethyl)furan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 69080-60-0
• 化学式: C₁₀H₁₀N₂O₄
• 分子量: 222.2
• InChiKey: DYFLUVHYQJBLBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  82.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  司他夫定 在 甲醇 、 sodium methylate 、 magnesium oxide 、 三乙胺 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.34h， 生成 1-[5-(羟甲基)呋喃-2-基]-5-甲基嘧啶-2,4-二酮
  参考文献：
  名称：

  Some reactions of (5R)-2-methylene-5-(thymin-1-yl)-2,5-dihydrofuran

  摘要：

  The title compound 4 was quantitatively converted into the isomeric furan derivative 5 under relatively mild acidic conditions; when compound 4 was treated with 3-chloroperbenzoic acid in dichloromethane and sodium hypochlorite in aqueous dioxane, compounds 9 and 11, respectively, were obtained. Both compounds were isolated in 48% yield.

  DOI：

  10.1039/p19920000441

文献信息

• Independent Synthesis and Fate Studies of Impurities in Process Intermediates of the Anti-AIDS Drug d4T
  作者：Jayachandra P. Reddy、J. Gregory Reid、Deborah A. Renner、Sandra L. Quinlan、Douglas G. Weaver、Bang-Chi Chen、Derron R. Stark、Qi Gao

  DOI：10.1021/op970126p

  日期：1998.5.1

  Impurities in isolated intermediates in a process to prepare d4T were identified, independently synthesized, and then taken through the process to determine their ultimate fate. Some of the products from these fate studies were also independently synthesized and used in the validation of impurity assay methods.