1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-6-aza-5-methyluracil | 23591-19-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-6-aza-5-methyluracil
• 英文别名: 6-methyl-2-(tri-O-benzoyl-β-D-ribofuranosyl)-2H-[1,2,4]triazine-3,5-dione；6-Methyl-2-(tri-O-benzoyl-β-D-ribofuranosyl)-2H-[1,2,4]triazin-3,5-dion；5-Methyl-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-6-aza-uracil；5-Methyl-2',3',5'-tri-O-benzoyl-6-aza-uridin；2',3',5'-Tri-O-benzoyl-5-methyl-6-azauridin；[(2R,3R,4R,5R)-3,4-dibenzoyloxy-5-(6-methyl-3,5-dioxo-1,2,4-triazin-2-yl)oxolan-2-yl]methyl benzoate
• CAS: 23591-19-7
• 化学式: C₃₀H₂₅N₃O₉
• 分子量: 571.543
• InChiKey: GWMZKXRYVUGEPF-PMHJDTQVSA-N

物化性质

• 熔点：
  134-135 °C
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  42
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  150
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-6-aza-5-methyluracil 在 platinum(IV) oxide 氢气 、 sodium methylate 作用下， 以 甲醇 、 溶剂黄146 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  New Non-Aromatic Triazinic Nucleosides: Synthesis and Antiretroviral Evaluation of β-Ribosylamine Nucleoside Analogs

  摘要：

  Various 5-alkyl-6-aza-5,6-dihydrouridines and 6-(beta-D-ribopyranosyl)-5-alkyl-6-aza-5,6-dihydrouraciIs have been synthesized. A new regioselective method is described for coupling triazinic bases to the sugar unit. Different epimers were isolated. Antiretroviral activity against Visna virus was evaluated.

  DOI：

  10.1080/07328319608002030
• 作为产物：
  描述：

  1-Acetyl-6-aza-uracil 生成 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-6-aza-5-methyluracil
  参考文献：
  名称：

  Prystas; Sorm, Collection of Czechoslovak Chemical Communications, 1962, vol. 27, p. 1578,1582

  摘要：

  DOI：

文献信息

• Riboside Derivatives of 6-Methyl-asym-triazine-3,5(2,4)-dione¹
  作者：Ross H. Hall

  DOI：10.1021/ja01538a034

  日期：1958.3
• KOBYLINSKAYA, V. I.;DASHEVSKAYA, T. A.;SHALAMAJ, A. S.;FARYATEVA, L. B.;G+, YKP. XIM. ZH., 57,(1991) N, S. 324-327
  作者：KOBYLINSKAYA, V. I.、DASHEVSKAYA, T. A.、SHALAMAJ, A. S.、FARYATEVA, L. B.、G+

  DOI：——

  日期：——
• New Non-Aromatic Triazinic Nucleosides: Synthesis and Antiretroviral Evaluation of β-Ribosylamine Nucleoside Analogs
  作者：Jean Depelley、Robert Granet、Mourad Kaouadji、Pierre Krausz、Salomon Piekarski、Sylvie Delebassée、Claudine Bosgiraud

  DOI：10.1080/07328319608002030

  日期：1996.5

  Various 5-alkyl-6-aza-5,6-dihydrouridines and 6-(beta-D-ribopyranosyl)-5-alkyl-6-aza-5,6-dihydrouraciIs have been synthesized. A new regioselective method is described for coupling triazinic bases to the sugar unit. Different epimers were isolated. Antiretroviral activity against Visna virus was evaluated.
• Prystas; Sorm, Collection of Czechoslovak Chemical Communications, 1962, vol. 27, p. 1578,1582
  作者：Prystas、Sorm

  DOI：——

  日期：——