1-(β-D-ribofuranosyl)-4,6-dihydroimidazo[4,5-f][1,3,5]triazepin-5(1H)-one | 1369882-60-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(β-D-ribofuranosyl)-4,6-dihydroimidazo[4,5-f][1,3,5]triazepin-5(1H)-one
• 英文别名: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4,6-dihydroimidazo[4,5-f][1,3,5]triazepin-5-one
• CAS: 1369882-60-9
• 化学式: C₁₀H₁₃N₅O₅
• 分子量: 283.244
• InChiKey: QKKPKTZOXLDJBH-MWKIOEHESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  141
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-(β-D-ribofuranosyl)-4,6-dihydroimidazo[4,5-f][1,3,5]triazepin-5(1H)-one 、 乙酸酐 在 吡啶 作用下， 生成 [(2R,3R,4R,5R)-3,4-diacetyloxy-5-(5-oxo-4,6-dihydroimidazo[4,5-f][1,3,5]triazepin-1-yl)oxolan-2-yl]methyl acetate
  参考文献：
  名称：

  Photochemistry of 6-azidopurine ribonucleoside in aqueous solution

  摘要：

  In aqueous solution, 6-azido-9-beta-D-ribofuranosylpurine undergoes an efficient photoinduced purine ring expansion to give a novel imidazole-fused 1,3,5-triazepinone nucleoside and partial conversion into adenosine. The structure of the major product was established as 1-(beta-D-ribofuranosyl)-4,6-dihydroimidazo[4,5-f][1,3,5]triazepin-5(1H)-one based on HRMS and NMR spectral data. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.02.103
• 作为产物：
  描述：

  (1R)-1-tetrazolo[5,1-i]purin-7-yl-D-1,4-anhydro-ribitol 在 水 作用下， 反应 0.5h， 以80%的产率得到1-(β-D-ribofuranosyl)-4,6-dihydroimidazo[4,5-f][1,3,5]triazepin-5(1H)-one
  参考文献：
  名称：

  Photochemistry of 6-azidopurine ribonucleoside in aqueous solution

  摘要：

  In aqueous solution, 6-azido-9-beta-D-ribofuranosylpurine undergoes an efficient photoinduced purine ring expansion to give a novel imidazole-fused 1,3,5-triazepinone nucleoside and partial conversion into adenosine. The structure of the major product was established as 1-(beta-D-ribofuranosyl)-4,6-dihydroimidazo[4,5-f][1,3,5]triazepin-5(1H)-one based on HRMS and NMR spectral data. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.02.103

文献信息

• Photochemistry of 6-azidopurine ribonucleoside in aqueous solution
  作者：Krzysztof Komodziński、Joanna Nowak、Jolanta Lepczyńska、Jan Milecki、Bohdan Skalski

  DOI：10.1016/j.tetlet.2012.02.103

  日期：2012.5

  In aqueous solution, 6-azido-9-beta-D-ribofuranosylpurine undergoes an efficient photoinduced purine ring expansion to give a novel imidazole-fused 1,3,5-triazepinone nucleoside and partial conversion into adenosine. The structure of the major product was established as 1-(beta-D-ribofuranosyl)-4,6-dihydroimidazo[4,5-f][1,3,5]triazepin-5(1H)-one based on HRMS and NMR spectral data. (C) 2012 Elsevier Ltd. All rights reserved.