1-<(1RS)-4-aza-2,3-dideoxy-4-phenyl-tetro-1,4-furanosyl>thymine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 1-<(1RS)-4-aza-2,3-dideoxy-4-phenyl-tetro-1,4-furanosyl>thymine
• 英文别名: 5-Methyl-1-(2-phenylisoxazolidin-5-yl)pyrimidine-2,4-dione；5-methyl-1-(2-phenyl-1,2-oxazolidin-5-yl)pyrimidine-2,4-dione
• 化学式: C₁₄H₁₅N₃O₃
• 分子量: 273.291
• InChiKey: FHJNFUSPTLKOGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  61.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 1-vinylthymine 、 苯基羟胺 以 乙醇 为溶剂， 反应 24.0h， 以44%的产率得到1-<(1RS)-4-aza-2,3-dideoxy-4-phenyl-tetro-1,4-furanosyl>thymine
  参考文献：
  名称：

  4′-Aza-3′,5′-dihomothymidine and Derivatives

  摘要：

  A series of 3'-branched 4'-azanucleoside analogues have been prepared. These compounds comprise three asymmetric atoms, two carbons and one nitrogen. They constitute nucleoside analogues imparted with a ''flickering configuration'', the nitrogen inversion replacing a D-L epimerization of their natural congeners. The 1',3'-cis and 1',S'-trans isomers have been separated and their configuration established by H-1 NMR and the X-ray diffraction structure of one crystalline example. The configurations of the frozen invertomers were assessed by low temperature H-1 NMR experiments assisted by molecular mechanics simulations. None of these compounds exhibited any significant in vitro antiviral activity.

  DOI：

  10.1080/15257779508009754

文献信息

• 4′-Aza-3′,5′-dihomothymidine and Derivatives
  作者：Jean M. J. Tronchet、Mohammed Iznaden、Françoise Barbalat-Rey、Istvan Komaromi、Naz Dolatshahi、Gérald Bernardinelli

  DOI：10.1080/15257779508009754

  日期：1995.10

  A series of 3'-branched 4'-azanucleoside analogues have been prepared. These compounds comprise three asymmetric atoms, two carbons and one nitrogen. They constitute nucleoside analogues imparted with a ''flickering configuration'', the nitrogen inversion replacing a D-L epimerization of their natural congeners. The 1',3'-cis and 1',S'-trans isomers have been separated and their configuration established by H-1 NMR and the X-ray diffraction structure of one crystalline example. The configurations of the frozen invertomers were assessed by low temperature H-1 NMR experiments assisted by molecular mechanics simulations. None of these compounds exhibited any significant in vitro antiviral activity.