di-tert-butyl 6-[(tert-butoxycarbonyl)methyl]-3,6,9,15-tetraazabicyclo[9.3.1]pentadecane-1(15),11,13-triene-3,9-dipropanoate | 353246-12-5

• 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: di-tert-butyl 6-[(tert-butoxycarbonyl)methyl]-3,6,9,15-tetraazabicyclo[9.3.1]pentadecane-1(15),11,13-triene-3,9-dipropanoate
• CAS: 353246-12-5
• 化学式: C₃₁H₅₂N₄O₆
• 分子量: 576.777
• InChiKey: RGRKEDCEIZRFGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.81
• 重原子数：
  41.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  101.51
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  di-tert-butyl 6-[(tert-butoxycarbonyl)methyl]-3,6,9,15-tetraazabicyclo[9.3.1]pentadecane-1(15),11,13-triene-3,9-dipropanoate 在 盐酸 作用下， 以 乙醚 为溶剂， 以56%的产率得到6-(carboxymethyl)-3,6,9,15-tetraazabicyclo[9.3.1]pentadecane-1(15),11,13-triene-3,9-dipropanoic acid
  参考文献：
  名称：

  Regioselective synthesis of N-functionalized 12-membered azapyridinomacrocycles bearing trialkylcarboxylic acid side chains

  摘要：

  Selective protection of primary amine moieties of diethylenetriamine by 2-nitrophenylsulfonyl chloride followed by alkylation of the central N atom generates functionalized disulfonamide building blocks. When reacted with 2,6-bis(bromomethyl)pyridine following the Richman-Atkins methodology, such compounds yield the corresponding pyridine-containing azamacrocycles. Smooth removal of the N-sulfonyl groups provides versatile azamacrocyclic intermediates with transannular secondary amine functions. Subsequent N-alkylation regioselectively leads to tri N-functionalized 12-membered azapyridinomacrocycles bearing a sequence of N-acetate and N-propionate side chains. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00328-3
• 作为产物：
  描述：

  tert-butyl 3,9-bis(2-nitrophenylsulfonyl)-3,6,9,15-tetraazabicyclo[9.3.1]pentadecane-1(15),11,13-triene-6-acetate 在 sodium carbonate 、 苯硫酚 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 di-tert-butyl 6-[(tert-butoxycarbonyl)methyl]-3,6,9,15-tetraazabicyclo[9.3.1]pentadecane-1(15),11,13-triene-3,9-dipropanoate
  参考文献：
  名称：

  Regioselective synthesis of N-functionalized 12-membered azapyridinomacrocycles bearing trialkylcarboxylic acid side chains

  摘要：

  Selective protection of primary amine moieties of diethylenetriamine by 2-nitrophenylsulfonyl chloride followed by alkylation of the central N atom generates functionalized disulfonamide building blocks. When reacted with 2,6-bis(bromomethyl)pyridine following the Richman-Atkins methodology, such compounds yield the corresponding pyridine-containing azamacrocycles. Smooth removal of the N-sulfonyl groups provides versatile azamacrocyclic intermediates with transannular secondary amine functions. Subsequent N-alkylation regioselectively leads to tri N-functionalized 12-membered azapyridinomacrocycles bearing a sequence of N-acetate and N-propionate side chains. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00328-3