[(4R,5S)-5-(3-amino-6-methyl-1,2,4-triazin-5-yl)-2,2-dimethyl-1,3-dioxolan-4-yl]methanol | 320751-34-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(4R,5S)-5-(3-amino-6-methyl-1,2,4-triazin-5-yl)-2,2-dimethyl-1,3-dioxolan-4-yl]methanol
• CAS: 320751-34-6
• 化学式: C₁₀H₁₆N₄O₃
• 分子量: 240.262
• InChiKey: OYQDIIGEFNOFHJ-HTRCEHHLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.05
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  103.38
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  [(4R,5S)-5-(3-amino-6-methyl-1,2,4-triazin-5-yl)-2,2-dimethyl-1,3-dioxolan-4-yl]methanol 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以29%的产率得到(1S,2R)-1-(3-amino-6-methyl-1,2,4-triazin-5-yl)-1,2,3-propanetriol
  参考文献：
  名称：

  Synthesis of 1-deoxy-d-erythro-hexo-2,3-diulose, a major hexose Maillard intermediate

  摘要：

  1-Deoxy-D-erythro-hexo-2,3-diulose (1-DG) was prepared by the reaction of ethoxyvinyllithium with an erythrono-lactone derivative. Characterization by H-1 and C-13 NMR spectroscopy and NOE difference experiments revealed the C-2(5)-chair beta -pyranose as the major isomer in solution. Experiments assessing browning and polymerization reactivity proved I-DG to be a much more potent protein modifier than 3-deoxy-D-erythro-hexos-2-ulose. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(00)00219-6
• 作为产物：
  描述：

  1-deoxy-2-O-ethyl-4,5-O-isopropylidene-D-erythro-hex-1-en-3-ulose 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 98.17h， 生成 [(4R,5S)-5-(3-amino-6-methyl-1,2,4-triazin-5-yl)-2,2-dimethyl-1,3-dioxolan-4-yl]methanol
  参考文献：
  名称：

  Synthesis of 1-deoxy-d-erythro-hexo-2,3-diulose, a major hexose Maillard intermediate

  摘要：

  1-Deoxy-D-erythro-hexo-2,3-diulose (1-DG) was prepared by the reaction of ethoxyvinyllithium with an erythrono-lactone derivative. Characterization by H-1 and C-13 NMR spectroscopy and NOE difference experiments revealed the C-2(5)-chair beta -pyranose as the major isomer in solution. Experiments assessing browning and polymerization reactivity proved I-DG to be a much more potent protein modifier than 3-deoxy-D-erythro-hexos-2-ulose. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(00)00219-6