3,5-Bis-(6-amino-hexanoylamino)-benzoic acid methyl ester | 182358-76-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,5-Bis-(6-amino-hexanoylamino)-benzoic acid methyl ester
• 英文别名: Methyl 3,5-bis(6-aminohexanoylamino)benzoate
• CAS: 182358-76-5
• 化学式: C₂₀H₃₂N₄O₄
• 分子量: 392.498
• InChiKey: GFMCJFGKXHVZFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  28
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  137
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,5-Bis-(6-amino-hexanoylamino)-benzoic acid methyl ester 在 sodium hydroxide 、 sodium methylate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 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 为溶剂， 反应 4.25h， 生成 3,5-Bis-(6-amino-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