3-tert-butoxycarbonylmethyl-1-(β-D-ribofuranosyl)thymine | 912630-35-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 3-tert-butoxycarbonylmethyl-1-(β-D-ribofuranosyl)thymine
• CAS: 912630-35-4
• 化学式: C₁₆H₂₄N₂O₈
• 分子量: 372.375
• InChiKey: KUOUXGNUGJQXPC-XIDUGBJDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.73
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  140.22
• 氢给体数：
  3.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  3-tert-butoxycarbonylmethyl-1-(β-D-ribofuranosyl)thymine 在 resin-bound borohydride 、 resin-bound periodate 作用下， 以 甲醇 为溶剂， 反应 96.0h， 以91.7%的产率得到1-[1-(1,3-dihydroxyisopropoxy)-2-hydroxyethyl]-3-tert-butoxycarbonylmethylthymine
  参考文献：
  名称：

  New Acyclonucleosides: Synthesis and Anti-HIV Activity

  摘要：

  The synthesis of new acyclic nucleosides is described. These syntheses were accomplished by various methods: glycosylation, selective or total deprotection, oxidation/reduction, chlorination or azidation of hydroxyl groups. The compounds were characterized with NMR, mass and IR spectroscopy. Antiviral properties of these compounds were evaluated on HIV-1 infected cell lines.

  DOI：

  10.1081/ncn-200067423
• 作为产物：
  描述：

  2',3',5'-tri-O-benzoyluridine 在 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 3-tert-butoxycarbonylmethyl-1-(β-D-ribofuranosyl)thymine
  参考文献：
  名称：

  New Acyclonucleosides: Synthesis and Anti-HIV Activity

  摘要：

  The synthesis of new acyclic nucleosides is described. These syntheses were accomplished by various methods: glycosylation, selective or total deprotection, oxidation/reduction, chlorination or azidation of hydroxyl groups. The compounds were characterized with NMR, mass and IR spectroscopy. Antiviral properties of these compounds were evaluated on HIV-1 infected cell lines.

  DOI：

  10.1081/ncn-200067423