(2S,4S,5R,6R)-5-Acetylamino-4-hydroxy-2-[1-hydroxy-3-(4-hydroxy-phenyl)-1-methyl-propyl]-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid | 525558-18-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,4S,5R,6R)-5-Acetylamino-4-hydroxy-2-[1-hydroxy-3-(4-hydroxy-phenyl)-1-methyl-propyl]-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid
• 英文别名: (2S,4S,5R,6R)-5-acetamido-4-hydroxy-2-[2-hydroxy-4-(4-hydroxyphenyl)butan-2-yl]-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
• CAS: 525558-18-3
• 化学式: C₂₁H₃₁NO₁₀
• 分子量: 457.478
• InChiKey: PTBNBHGVMIDJOS-PBVSFEMKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  197
• 氢给体数：
  8
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  [methyl (5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosyl)onate] phenyl sulfone 在 samarium diiodide 、 sodium methylate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 8.0h， 生成 (2S,4S,5R,6R)-5-Acetylamino-4-hydroxy-2-[1-hydroxy-3-(4-hydroxy-phenyl)-1-methyl-propyl]-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid
  参考文献：
  名称：

  Chemoenzymatic Synthesis of Neuraminic Acid Containing C-Glycoside Polymers

  摘要：

  Two neuraminic acid-based, C-glycoside polymers were synthesized. Preliminary studies on one of these polymers showed potent neuraminidase inhibitory activity, suggesting potential utility as an antipathogenic surface coating for the preparation of antimicrobial biomaterials.

  DOI：

  10.1021/ol027560i

文献信息

• Chemoenzymatic Synthesis of Neuraminic Acid Containing <i>C</i>-Glycoside Polymers
  作者：Qun Wang、Jonathan S. Dordick、Robert J. Linhardt

  DOI：10.1021/ol027560i

  日期：2003.4.1

  Two neuraminic acid-based, C-glycoside polymers were synthesized. Preliminary studies on one of these polymers showed potent neuraminidase inhibitory activity, suggesting potential utility as an antipathogenic surface coating for the preparation of antimicrobial biomaterials.