6-(2,3-dideoxy-β-D-glycero-pentofuranosyl)-s-triazolo<1,5-c>pyrimidin-5-one | 138840-82-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 6-(2,3-dideoxy-β-D-glycero-pentofuranosyl)-s-triazolo<1,5-c>pyrimidin-5-one
• CAS: 138840-82-1
• 化学式: C₁₀H₁₂N₄O₃
• 分子量: 236.23
• InChiKey: ZIBNZQWYVSBUFE-IONNQARKSA-N

反应信息

• 作为产物：
  描述：

  Benzoic acid (S)-5-(5-oxo-[1,2,4]triazolo[1,5-c]pyrimidin-6-yl)-tetrahydro-furan-2-ylmethyl ester 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以77%的产率得到6-(2,3-dideoxy-β-D-glycero-pentofuranosyl)-s-triazolo<1,5-c>pyrimidin-5-one
  参考文献：
  名称：

  Novel dideoxynucleoside isosteres

  摘要：

  Novel 5-aza-7-deaza isosteres of the anti-HIV compounds, dideoxyinosine (ddI) and dideoxyguanosine (ddG), have been prepared by glycosylation of the corresponding isosteric bases with appropriately tailored dideoxyribose components. The glycosylation reactions were regiospecific and the position of glycosylation was established by UV and high-field NMR data. However, attempted preparation of the 3-deaza-5-aza isostere of dideoxyinosine led to a different regioisomer, a ring-extended dideoxycytidine analogue, whose structure was established by X-ray crystallographic data. The 5-aza-7-deaza isosteres of ddI and ddG were more stable with respect to hydrolytic cleavage than ddI and ddG.

  DOI：

  10.1016/s0040-4020(01)86501-7