2-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-1,2,4-triazine-3,5-dione | 1627-29-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-1,2,4-triazine-3,5-dione
• 英文别名: 2',3',5'-tri-O-benzoyl-6-azauridine；2-(tri-O-benzoyl-β-D-ribofuranosyl)-2H-[1,2,4]triazine-3,5-dione；2-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazin；2-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-1,2,4-triazin-3,5(2H,4H)-dion；1-(2',3',5'-Tri-O-benzoyl-β-D-ribofuranosyl)-6-azauracil；1-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-6-aza-uracil；[(2R,3R,4R,5R)-3,4-dibenzoyloxy-5-(3,5-dioxo-1,2,4-triazin-2-yl)oxolan-2-yl]methyl benzoate
• CAS: 1627-29-8；23836-47-7；33275-88-6；105015-84-7
• 化学式: C₂₉H₂₃N₃O₉
• 分子量: 557.516
• InChiKey: SRPSJMLVXZRXTM-WJNCPCKPSA-N

物化性质

• 熔点：
  161 °C
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  41
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  2-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-1,2,4-triazine-3,5-dione 以60%的产率得到
  参考文献：
  名称：

  SWENTON J. S.; BALCHUNIS R. J., J. HETEROCYCL. CHEM. . 1974, 11, NO 6, 917-920

  摘要：

  DOI：
• 作为产物：
  描述：

  1-乙酰氧基-2,3,5-三苯甲酰氧基-1-beta-D-呋喃核糖 、 6-氮杂脲嘧啶 在 ammonium sulfate 、 N,O-双三甲硅基乙酰胺 作用下， 以 乙腈 为溶剂， 反应 3.5h， 以52%的产率得到2-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-1,2,4-triazine-3,5-dione
  参考文献：
  名称：

  AN ECONOMICAL SYNTHESIS OF D- AND L-PYRIMIDINE ARABINO- AND RIBONUCLEOSIDES

  摘要：

  The one-step synthesis of several -D/L-arabino- and ribonucleosides was performed in good yields under reflux or microwave-assisted fusion method. A comparison of the two methods showed that better yields were obtained using the reflux conditions.

  DOI：

  10.1080/15257770.2011.568033

文献信息

• Kobylinskaya, V. I.; Dashevskaya, T. A.; Shalamai, A. S., Journal of general chemistry of the USSR, 1992, vol. 62, # 5.2, p. 912 - 915
  作者：Kobylinskaya, V. I.、Dashevskaya, T. A.、Shalamai, A. S.、Levitskaya, Z. V.

  DOI：——

  日期：——
• 4-alkylated 2-(2,3,5-tri-O-acyl-β-D-ribofuranosyl)- and 2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,2,4-triazine-3,5-diones
  作者：A. A. Harutyunyan、H. A. Panosyan、R. A. Tamazyan、A. G. Aivazyan、G. G. Danagulyan

  DOI：10.1134/s1070428017040121

  日期：2017.4

  The alkylation of 2-(2,3,5-tri-O-acyl-beta-D-ribofuranosyl)- and 2-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)- 1,2,4-triazine-3,5-diones with benzyl halides afforded the corresponding 4-benzyl derivatives whose structure was determined by spectral methods, including X-ray analysis. Some of the synthesized compounds were tested for antibacterial and antitumor activity.
• OGNYANIK, S. S.;GONCHARENKO, V. S., 3 KONF. MOL. UCHENYX XIM.-TEXNOL. FAK. RPI, RIGA,(1989) S. 68
  作者：OGNYANIK, S. S.、GONCHARENKO, V. S.

  DOI：——

  日期：——
• 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：——
• SWENTON J. S.; BALCHUNIS R. J., J. HETEROCYCL. CHEM. <JHTC-AD>. 1974, 11, NO 6, 917-920
  作者：SWENTON J. S.、 BALCHUNIS R. J.

  DOI：——

  日期：——