methyl 4-[(2S,3R,4R,5S,6R)-6-(aminomethyl)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxybenzoate | 1134643-95-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 4-[(2S,3R,4R,5S,6R)-6-(aminomethyl)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxybenzoate
• CAS: 1134643-95-0
• 化学式: C₂₀H₂₉NO₁₂
• 分子量: 475.45
• InChiKey: LJFQOLLURIJNOX-WNTITPJBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.8
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  211
• 氢给体数：
  7
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  methyl 4-[(2S,3R,4R,5S,6R)-6-(aminomethyl)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxybenzoate 、 对甲苯磺酸 以 甲醇 为溶剂， 以128 mg的产率得到4-(methoxycarbonyl)phenyl 6-ammonio-6-deoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranoside 4-methylbenzenesulfonate
  参考文献：
  名称：

  C（6）或C（6'）修饰的4-（甲氧羰基）苯基β-乳糖苷衍生物的合成及其对赤藓菌凝集素介导的血凝反应的抑制活性评估

  摘要：

  Abstractmagnified imageWe report herein the synthesis of 4‐(methoxycarbonyl)phenyl β‐lactoside and eight derivatives modified at C(6) or C(6′). These compounds were evaluated in hemagglutination inhibition assay using the lectin from Erythrina cristagalli. None of the compounds showed enhanced activity as compared to lactose.

  DOI：

  10.1002/hlca.200800239
• 作为产物：
  描述：

  methyl 4-{[6-azido-6-deoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranosyl]oxy}benzoate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 5.0h， 生成 methyl 4-[(2S,3R,4R,5S,6R)-6-(aminomethyl)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxybenzoate
  参考文献：
  名称：

  C（6）或C（6'）修饰的4-（甲氧羰基）苯基β-乳糖苷衍生物的合成及其对赤藓菌凝集素介导的血凝反应的抑制活性评估

  摘要：

  Abstractmagnified imageWe report herein the synthesis of 4‐(methoxycarbonyl)phenyl β‐lactoside and eight derivatives modified at C(6) or C(6′). These compounds were evaluated in hemagglutination inhibition assay using the lectin from Erythrina cristagalli. None of the compounds showed enhanced activity as compared to lactose.

  DOI：

  10.1002/hlca.200800239

文献信息

• Synthesis of 4-(Methoxycarbonyl)phenyl<i>β</i>-Lactoside Derivatives Modified at C(6) or C(6′), and Evaluation of Their Inhibitory Activity on<i>Erythrina cristagalli</i>Lectin-Mediated Hemagglutination
  作者：Anna Paola Butera、José Dias de Souza Filho、Maria Auxiliadôra Fontes Prado、Marilda Pereira Lisboa、Ricardo José Alves

  DOI：10.1002/hlca.200800239

  日期：2009.1

  Abstractmagnified imageWe report herein the synthesis of 4‐(methoxycarbonyl)phenyl β‐lactoside and eight derivatives modified at C(6) or C(6′). These compounds were evaluated in hemagglutination inhibition assay using the lectin from Erythrina cristagalli. None of the compounds showed enhanced activity as compared to lactose.