1,7-bis(diethoxyphosphoryl)-4,16,19,23-tetrakis(p-tolylsulfonyl)-1,4,7,16,19,22-hexaaza-10,13,25,28-tetraoxacyclotriacontane | 134209-61-3

• 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: 1,7-bis(diethoxyphosphoryl)-4,16,19,23-tetrakis(p-tolylsulfonyl)-1,4,7,16,19,22-hexaaza-10,13,25,28-tetraoxacyclotriacontane
• 英文别名: 7,13-Bis(diethoxyphosphoryl)-10,22,25,28-tetrakis-(4-methylphenyl)sulfonyl-1,4,16,19-tetraoxa-7,10,13,22,25,28-hexazacyclotriacontane
• CAS: 134209-61-3
• 化学式: C₅₆H₈₈N₆O₁₈P₂S₄
• 分子量: 1323.56
• InChiKey: VTPKDKDPQCIRDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  86
• 可旋转键数：
  18
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  298
• 氢给体数：
  0
• 氢受体数：
  24

反应信息

• 作为反应物：
  描述：

  1,7-bis(diethoxyphosphoryl)-4,16,19,23-tetrakis(p-tolylsulfonyl)-1,4,7,16,19,22-hexaaza-10,13,25,28-tetraoxacyclotriacontane 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 以94%的产率得到1,4,7,19-tetrakis(p-tolylsulfonyl)-1,4,7,16,19,22-hexaaza-10,13,15,28-tetraoxacyclotriacontane
  参考文献：
  名称：

  Synthesis of selectively protected polyaza macrocycles

  摘要：

  A general route to selectively protected polyaza macrocycles has been developed using a mixture of diethylphosphoryl and tosyl groups for protection of linear chain polyamines. Condensation of N-(diethoxy-phosphoryl)-N',N''-ditosydiethylenetriamine (1a), N,N''-bis(diethoxyphosphoryl)-N'-tosyldiethylenetriamine (1b) and N,N',N''-tri(diethoxyphosphoryl)diethylenetriamine (1c) with mesylates or tosylates 2 gave the corresponding macrocycles 3 in reasonable yield. The phosphoryl group was selectively removed with gaseous HCl in excellent yield.

  DOI：

  10.1021/jo00016a018
• 作为产物：
  描述：

  potassium phtalimide 在 吡啶 、 四丁基溴化铵 、 sodium hydride 、 potassium carbonate 、 potassium hydrogencarbonate 、 一水合肼 作用下， 以 四氯化碳 、 乙醇 、 二氯甲烷 为溶剂， 反应 26.0h， 生成 1,7-bis(diethoxyphosphoryl)-4,16,19,23-tetrakis(p-tolylsulfonyl)-1,4,7,16,19,22-hexaaza-10,13,25,28-tetraoxacyclotriacontane
  参考文献：
  名称：

  Synthesis of selectively protected polyaza macrocycles

  摘要：

  A general route to selectively protected polyaza macrocycles has been developed using a mixture of diethylphosphoryl and tosyl groups for protection of linear chain polyamines. Condensation of N-(diethoxy-phosphoryl)-N',N''-ditosydiethylenetriamine (1a), N,N''-bis(diethoxyphosphoryl)-N'-tosyldiethylenetriamine (1b) and N,N',N''-tri(diethoxyphosphoryl)diethylenetriamine (1c) with mesylates or tosylates 2 gave the corresponding macrocycles 3 in reasonable yield. The phosphoryl group was selectively removed with gaseous HCl in excellent yield.

  DOI：

  10.1021/jo00016a018