3-methylbutyl (2R,3R,4S)-3-acetamido-4-[4-(1-hydroxypropyl)triazol-1-yl]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylate | 913266-71-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-methylbutyl (2R,3R,4S)-3-acetamido-4-[4-(1-hydroxypropyl)triazol-1-yl]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylate
• CAS: 913266-71-4
• 化学式: C₂₁H₃₄N₄O₈
• 分子量: 470.523
• InChiKey: XYLRQLQSSUTUDJ-TVIAKSLHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  33
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  176
• 氢给体数：
  5
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  异戊醇 、 (2R,3R,4S)-3-acetamido-4-[4-(1-hydroxypropyl)triazol-1-yl]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid 在 acidic ion exchange resin 作用下， 以 四氢呋喃 为溶剂， 以50%的产率得到3-methylbutyl (2R,3R,4S)-3-acetamido-4-[4-(1-hydroxypropyl)triazol-1-yl]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylate
  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