2,4-dioxohexahydro-1,3,5-triazine O-tetraacetylglucopyranosyl glucoside | 1207855-00-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2,4-dioxohexahydro-1,3,5-triazine O-tetraacetylglucopyranosyl glucoside
• 英文别名: [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(2,4-dioxo-1,3,5-triazinan-1-yl)oxan-2-yl]methyl acetate
• CAS: 1207855-00-2
• 化学式: C₁₇H₂₃N₃O₁₁
• 分子量: 445.383
• InChiKey: ATSJLAHAVUGOJB-UXXRCYHCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  176
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  2,4-二羰基六氢-1,3,5-三嗪 、 2,3,4,6-四乙酰氧基-alpha-D-吡喃葡萄糖溴化物 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以81.7%的产率得到2,4-dioxohexahydro-1,3,5-triazine O-tetraacetylglucopyranosyl glucoside
  参考文献：
  名称：

  Efficient synthesis of 2,4-dioxo-hexahydro-1,3,5-triazine O-acetyl-glycosyl glucosides and their antiviral activity

  摘要：

  Four 2,4-dioxohexahydro-1,3,5-triazine O-acetylglycosyl glucosides were synthesized through glucoside formation reactions at room temperature using 4-dimethylaminopyridine as a catalyst and triethylamine as a deacidification reagent. Their structure was confirmed by IR, H-1 NMR spectra, MS, and elemental analysis. The synthesized compounds are all of beta-configuration. The results show that DMAP is an effective catalyst; the yields can reach 83.7%. The above glucosides showed an improved antiviral activity against tobacco mosaic virus.

  DOI：

  10.1007/s10593-009-0362-z