(1S,2R)-1-((2R,3R,4S)-3-acetamido-6-(methoxycarbonyl)-4-(4-(4-propylphenyl)-1H-1,2,3-triazol-1-yl)-3,4-dihydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate | 915946-92-8

• 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: (1S,2R)-1-((2R,3R,4S)-3-acetamido-6-(methoxycarbonyl)-4-(4-(4-propylphenyl)-1H-1,2,3-triazol-1-yl)-3,4-dihydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate
• CAS: 915946-92-8
• 化学式: C₂₉H₃₆N₄O₁₀
• 分子量: 600.626
• InChiKey: XRQZYMMVNCBRBT-AFHCZAQNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.83
• 重原子数：
  43.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  174.24
• 氢给体数：
  1.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  (1S,2R)-1-((2R,3R,4S)-3-acetamido-6-(methoxycarbonyl)-4-(4-(4-propylphenyl)-1H-1,2,3-triazol-1-yl)-3,4-dihydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 (2R,3R,4S)-3-acetamido-4-[4-(4-propylphenyl)triazol-1-yl]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid
  参考文献：
  名称：

  Syntheses of triazole-modified zanamivir analogues via click chemistry and anti-AIV activities

  摘要：

  Sixteen novel 4-triazole-modified zanamivir (1) analogues were synthesized using the click reactions, and their inhibitory activities against avian influenza virus (AIV, H5N1) were determined. Compound 3b exerts promising inhibitory activity with EC50 of 6.4 mu M, which is very close to that of zanamivir (EC50 = 2.8 mu M). Molecular modeling provided the information about the binding model between inhibitors and neuraminidase, which are in good agreement with inhibitory activities. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.07.047
• 作为产物：
  描述：

  5-乙酰氨基-7,8,9-O-三乙酰基-2,6-脱水-4-叠氮-3,4,5-三脱氧-D-甘油-D-半乳-2-壬烯酸甲酯 、 4-丙基苯乙炔 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 乙醇 、 水 为溶剂， 生成 (1S,2R)-1-((2R,3R,4S)-3-acetamido-6-(methoxycarbonyl)-4-(4-(4-propylphenyl)-1H-1,2,3-triazol-1-yl)-3,4-dihydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate
  参考文献：
  名称：

  Syntheses of triazole-modified zanamivir analogues via click chemistry and anti-AIV activities

  摘要：

  Sixteen novel 4-triazole-modified zanamivir (1) analogues were synthesized using the click reactions, and their inhibitory activities against avian influenza virus (AIV, H5N1) were determined. Compound 3b exerts promising inhibitory activity with EC50 of 6.4 mu M, which is very close to that of zanamivir (EC50 = 2.8 mu M). Molecular modeling provided the information about the binding model between inhibitors and neuraminidase, which are in good agreement with inhibitory activities. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.07.047