((3aR,4R,6R,6aR)-6-(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl methanesulfonate | 909723-60-0

• 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: ((3aR,4R,6R,6aR)-6-(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl methanesulfonate
• CAS: 909723-60-0
• 化学式: C₁₃H₁₇BrN₂O₈S
• 分子量: 441.257
• InChiKey: NTRZRAZWBXOENG-TURQNECASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.31
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  125.92
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  ((3aR,4R,6R,6aR)-6-(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl methanesulfonate 在 4-二甲氨基吡啶 、 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 30.0h， 生成 (7R,7aS,10aR,11R)-9,9-dimethyl-1-oxo-7,7a,10a,11-tetrahydro-1H,6H-8,10,12-trioxa-2,4,5,5a,11a-pentaaza-7,11-methanocyclopenta[5,6]cycloocta[1,2,3-cd]inden-3-yl 2,4,6-triisopropylbenzenesulfonate
  参考文献：
  名称：

  SYNTHESIS AND ANTI-HEPATITIS C VIRUS ACTIVITY OF NUCLEOSIDE DERIVATIVES OF N ³,5′-ANHYDRO-4-(β-D-RIBOFURANOSYL)-8-AZAPURIN-2-ONES

  摘要：

  A series of N-3,5'-Anhydro-4-(beta-D-ribofuranosyl)-8-azapurin-2-ones were prepared in multistep reactions from uridine as potential anti-hepatitis C virus (HC V) agents. The synthetic details as well as biological evaluations are discussed.

  DOI：

  10.1081/ncn-200059319
• 作为产物：
  描述：

  5-溴尿苷 在 吡啶 、 盐酸 作用下， 以 乙醚 为溶剂， 反应 50.0h， 生成 ((3aR,4R,6R,6aR)-6-(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl methanesulfonate
  参考文献：
  名称：

  Synthesis and Anti-Hcv Activity of N ⁹, 5′-Cyclo-3-(β-D-Ribofuranosyl)-8-Azapurin-2-One Derivatives

  摘要：

  A number of 1- or 6-substituted N-9 ,5'-cyclo-3-(beta-D-ribofuranosyl)-8-azapurin-2-one derivatives were synthesized in multi-step reactions. Their anti-hepatitis C virus activities were evaluated and some structure-activity relationship is discussed.

  DOI：

  10.1080/15257770500265802