N-(5-Carboxypentyl)-4,5-bisamino>valeramide | 158141-64-1

• 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: N-(5-Carboxypentyl)-4,5-bisamino>valeramide
• 英文别名: 6-[4,5-Bis[bis(2-benzyloxy-2-oxo-ethyl)amino]pentanoylamino]hexanoic acid；6-[4,5-bis[bis(2-oxo-2-phenylmethoxyethyl)amino]pentanoylamino]hexanoic acid
• CAS: 158141-64-1
• 化学式: C₄₇H₅₅N₃O₁₁
• 分子量: 837.967
• InChiKey: OLPSDYZAQIQFND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  61
• 可旋转键数：
  32
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  178
• 氢给体数：
  2
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  N-(5-Carboxypentyl)-4,5-bisamino>valeramide 在 N-甲基吗啉 作用下， 以 四氢呋喃 为溶剂， 反应 18.02h， 生成 N-<5-<<5-(tert-Butyloxycarbonyl)pentyl>carbamoyl>pentyl>-4,5-bisamino>valeramido
  参考文献：
  名称：

  A Conceptual Approach to the Synthesis of Bifunctional EDTA Analogs: EDTA-Extended Polyamides

  摘要：

  A conceptual approach to the synthesis of epsilon-carboxyl and epsilon-amino polyamide-linked EDTAs is proposed (Scheme 1), starting from epsilon-carboxy vicinal diamine blocked by Cbz or Boc groups (A, Scheme 1), followed by extension along the chain to form polyamides with epsilon-carboxy groups (A(2),A(3),..., A(n)) or amine groups (B-1, B-2,..., B-n). The A(n) series can be converted to acidic EDTAs (AE(n) series) or basic EDTAs (BE(n) series). This depends on the selection of the protecting groups to offer exclusive protection of the amine and acid functions. The choice of the protecting groups (three categories a-c in Scheme 1) provides an exclusive synthetic methodology. This is further exploited for conversion of acidic polyamide-linked EDTA (AE(n)) to either acidic or basic EDTA homologs (see Scheme 2). Scheme 4 proposes methodology for synthesis of terminally blocked bis-EDTA polyamides.

  DOI：

  10.1021/jo00096a025
• 作为产物：
  描述：

  6-氨基己酸 在 palladium on activated charcoal sodium hydroxide 、 硫酸 、 氢气 、 1,8-双二甲氨基萘 、 三乙胺 、 三氟乙酸 、 sodium iodide 作用下， 以 乙醇 、 二氯甲烷 、 氯仿 、 乙腈 为溶剂， 25.0~84.0 ℃ 、199.98 Pa 条件下， 反应 161.5h， 生成 N-(5-Carboxypentyl)-4,5-bisamino>valeramide
  参考文献：
  名称：

  A Conceptual Approach to the Synthesis of Bifunctional EDTA Analogs: EDTA-Extended Polyamides

  摘要：

  A conceptual approach to the synthesis of epsilon-carboxyl and epsilon-amino polyamide-linked EDTAs is proposed (Scheme 1), starting from epsilon-carboxy vicinal diamine blocked by Cbz or Boc groups (A, Scheme 1), followed by extension along the chain to form polyamides with epsilon-carboxy groups (A(2),A(3),..., A(n)) or amine groups (B-1, B-2,..., B-n). The A(n) series can be converted to acidic EDTAs (AE(n) series) or basic EDTAs (BE(n) series). This depends on the selection of the protecting groups to offer exclusive protection of the amine and acid functions. The choice of the protecting groups (three categories a-c in Scheme 1) provides an exclusive synthetic methodology. This is further exploited for conversion of acidic polyamide-linked EDTA (AE(n)) to either acidic or basic EDTA homologs (see Scheme 2). Scheme 4 proposes methodology for synthesis of terminally blocked bis-EDTA polyamides.

  DOI：

  10.1021/jo00096a025