2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl 2,3,4-tri-O-acetyl-6-S-acetyl-6-thio-β-D-galactopyranoside | 1610048-85-5

• 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: 2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl 2,3,4-tri-O-acetyl-6-S-acetyl-6-thio-β-D-galactopyranoside
• CAS: 1610048-85-5
• 化学式: C₂₂H₃₅N₃O₁₂S
• 分子量: 565.599
• InChiKey: QNBLUPMWOGWZNQ-CDJZJNNCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.16
• 重原子数：
  38.0
• 可旋转键数：
  18.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  190.88
• 氢给体数：
  0.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl 2,3,4-tri-O-acetyl-6-S-acetyl-6-thio-β-D-galactopyranoside 在 sodium methylate 、 四丁基硫酸氢铵 、 sodium carbonate 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 26.0h， 生成 2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl S-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2→6)-6-thio-β-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of a cluster-forming sialylthio-d-galactose fullerene conjugate and evaluation of its interaction with influenza virus hemagglutinin and neuraminidase

  摘要：

  In order to obtain self assembling, multivalent ligand for influenza virus hemagglutinin alpha-N-acetylneuraminyl-(2-6)-D-galactopyranose has been synthesized and bonded to a water soluble fullerene derivative using 1,3-dipolar cycloaddition click reaction. The aggregating amphiphilic compound did not inhibit the influenza virus hemagglutinin, but it proved to be an inhibitor of its neuraminidase with a 50% inhibitory concentration of 81 mu M. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.04.032
• 作为产物：
  描述：

  1,2,3,4-tetra-O-acetyl-6-O-(p-tolylsulfonyl)-β-D-galactopyranose 在 三氟化硼乙醚 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl 2,3,4-tri-O-acetyl-6-S-acetyl-6-thio-β-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of a cluster-forming sialylthio-d-galactose fullerene conjugate and evaluation of its interaction with influenza virus hemagglutinin and neuraminidase

  摘要：

  In order to obtain self assembling, multivalent ligand for influenza virus hemagglutinin alpha-N-acetylneuraminyl-(2-6)-D-galactopyranose has been synthesized and bonded to a water soluble fullerene derivative using 1,3-dipolar cycloaddition click reaction. The aggregating amphiphilic compound did not inhibit the influenza virus hemagglutinin, but it proved to be an inhibitor of its neuraminidase with a 50% inhibitory concentration of 81 mu M. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.04.032