1-(diethoxyphosphoryl)-4,7,13,16,19-pentakis(p-tolylsulfonyl)-10,22,dioxa-1,4,7,13,16,19-hexaazacyclotetracosane | 134209-54-4

• 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-(diethoxyphosphoryl)-4,7,13,16,19-pentakis(p-tolylsulfonyl)-10,22,dioxa-1,4,7,13,16,19-hexaazacyclotetracosane
• 英文别名: 4-Diethoxyphosphoryl-7,10,16,19,22-pentakis-(4-methylphenyl)sulfonyl-1,13-dioxa-4,7,10,16,19,22-hexazacyclotetracosane
• CAS: 134209-54-4
• 化学式: C₅₅H₇₇N₆O₁₅PS₅
• 分子量: 1253.55
• InChiKey: BMDGFAOIYYIXGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  82
• 可旋转键数：
  15
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  286
• 氢给体数：
  0
• 氢受体数：
  21

反应信息

• 作为反应物：
  描述：

  1-(diethoxyphosphoryl)-4,7,13,16,19-pentakis(p-tolylsulfonyl)-10,22,dioxa-1,4,7,13,16,19-hexaazacyclotetracosane 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 以85%的产率得到1,4,7,13,16-pentakis(p-tolylsulfonyl)-10,22-dioxa-1,4,7,13,16,19-hexaazacyclotetracosane hydrochloride
  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：

  N,N'-bis(p-tolylsulfonyl)diethylenetriamine 在 sodium hydride 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 1-(diethoxyphosphoryl)-4,7,13,16,19-pentakis(p-tolylsulfonyl)-10,22,dioxa-1,4,7,13,16,19-hexaazacyclotetracosane
  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

文献信息

• Synthesis of selectively protected polyaza macrocycles
  作者：Ligang Qian、Zhong Sun、Mathias P. Mertes、Kristin Bowman Mertes

  DOI：10.1021/jo00016a018

  日期：1991.8

  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.