3,5-Bis-(6-{3-[4-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-thioureido}-hexanoylamino)-benzoic acid methyl ester | 182358-79-8

• 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: 3,5-Bis-(6-{3-[4-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-thioureido}-hexanoylamino)-benzoic acid methyl ester
• CAS: 182358-79-8
• 化学式: C₆₂H₇₈N₆O₂₄S₂
• 分子量: 1355.46
• InChiKey: MBUKREUXMQJOON-GPHWWVGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.37
• 重原子数：
  94.0
• 可旋转键数：
  31.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  379.94
• 氢给体数：
  6.0
• 氢受体数：
  26.0

反应信息

• 作为反应物：
  描述：

  3,5-Bis-(6-{3-[4-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-thioureido}-hexanoylamino)-benzoic acid methyl ester 在 sodium hydroxide 、 sodium methylate 作用下， 生成 3,5-Bis-(6-{3-[4-((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-thioureido}-hexanoylamino)-benzoic acid
  参考文献：
  名称：

  Synthesis of divalent α-D-mannopyranosylated clusters having enhanced binding affinities towards concanavalin A and pea lectins

  摘要：

  Two different alpha-D-mannopyranosides having aminated heteroaliphatic (2) and p-isothiocyanatophenylated (10) aglycones were prepared and used as key precursors for the conjugation to a 3,5-diaminobenzoic acid core (3) using thiourea and amide coupling chemistry. The resulting divalent mannopyranoside clusters 6, 7, and 12 were shown to inhibit binding of Concanavalin A and pea lectins to yeast mannan more efficiently than their corresponding monosaccharide derivatives. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00312-5
• 作为产物：
  描述：

  3,5-二氨基苯甲酸甲酯 在 palladium on activated charcoal 氢气 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.25h， 生成 3,5-Bis-(6-{3-[4-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-thioureido}-hexanoylamino)-benzoic acid methyl ester
  参考文献：
  名称：

  Synthesis of divalent α-D-mannopyranosylated clusters having enhanced binding affinities towards concanavalin A and pea lectins

  摘要：

  Two different alpha-D-mannopyranosides having aminated heteroaliphatic (2) and p-isothiocyanatophenylated (10) aglycones were prepared and used as key precursors for the conjugation to a 3,5-diaminobenzoic acid core (3) using thiourea and amide coupling chemistry. The resulting divalent mannopyranoside clusters 6, 7, and 12 were shown to inhibit binding of Concanavalin A and pea lectins to yeast mannan more efficiently than their corresponding monosaccharide derivatives. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00312-5