1-<2',3',5'-trideoxy-5',3'-(epoxy-N-methylimino)-β-D-threo-pentofuranosyl>thymine

• 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: 1-<2',3',5'-trideoxy-5',3'-(epoxy-N-methylimino)-β-D-threo-pentofuranosyl>thymine
• 英文别名: 5-Methyl-1-(1-methylhexahydrofuro[3,2-c]isoxazol-5-yl)-2,4(1H,3H)-pyrimidinedione；1-[(3aS,5R,6aR)-1-methyl-3a,5,6,6a-tetrahydro-3H-furo[3,2-c][1,2]oxazol-5-yl]-5-methylpyrimidine-2,4-dione
• 化学式: C₁₁H₁₅N₃O₄
• 分子量: 253.258
• InChiKey: SHWXZXFWKWMMEY-IWSPIJDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  71.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-<2,3-dideoxy-3-(N-hydroxy-N-methylamino)-β-D-threo-pentofuranosyl>thymine 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 以71%的产率得到1-<2',3',5'-trideoxy-5',3'-(epoxy-N-methylimino)-β-D-threo-pentofuranosyl>thymine
  参考文献：
  名称：

  Novel Types of Bicyclonucleosides: Isoxazolidinofuranosylthymines

  摘要：

  Novel types of bicyclonucleosides (3, 9) bearing a 3',5'-epoxyimino (or iminoepoxy) bridge have been prepared using intramolecular Mitsunobu reactions. Contrarily to close analogs, also of the beta-D-threo configuration but oxidizable to nitrones (2, 2') which were found active against HIV, the new compounds exhibited no anti-HIV activity.

  DOI：

  10.1080/15257779408013208