2,2'-(2,2'-(1,4,10,13-tetraoxa-7,16-diazacyclooctadecane-7,16-di-yl)bis-(1H-imidazole-2,1-diyl))diethanamine | 1214885-26-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,2'-(2,2'-(1,4,10,13-tetraoxa-7,16-diazacyclooctadecane-7,16-di-yl)bis-(1H-imidazole-2,1-diyl))diethanamine
• 英文别名: 20,23,28,31-Tetraoxa-1,3,6,9,12,15,17-heptazatetracyclo[15.8.8.02,6.012,16]tritriaconta-2,4,13,15-tetraene
• CAS: 1214885-26-3
• 化学式: C₂₂H₃₇N₇O₄
• 分子量: 463.58
• InChiKey: RKNSHFGQPPIZIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  33
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  91.1
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-氨基-5-溴嘧啶 、 2,2'-(2,2'-(1,4,10,13-tetraoxa-7,16-diazacyclooctadecane-7,16-di-yl)bis-(1H-imidazole-2,1-diyl))diethanamine 在 盐酸 、 sodium nitrite 作用下， 以 水 、 四氢呋喃 为溶剂， 反应 15.0h， 以86%的产率得到N,N'-(2,2'-(2,2'-(1,4,10,13-tetraoxa-7,16-diazacyclooctadecane-7,16-diyl)bis(1H-imidazole-1,2-diyl))bis(ethane-1,2-diyl))-5-bromopyrimidin-2-amine
  参考文献：
  名称：

  Synthesis of a Sensitive and Selective Potassium-Sensing Fluoroionophore

  摘要：

  An efficient synthesis Is reported that delivers in 5 steps and 52% overall yield a new structurally simplified fluorescent K+ sensor with Improved K+ sensitivity and selectivity over existing K+ sensors. The synthesis procedure utilizes a new template-directed oxidative C-N bond-forming macrocyclization reaction and reports new approaches to Pd(0), Sandmeyer-like and metal-free aminoarylations, as well as organotitanlum additions to vinylogous sulfonates.

  DOI：

  10.1021/ol902836c
• 作为产物：
  描述：

  tert-butyl 2,2'-(2,2'-(1,4,10,13-tetraoxa-7,16-diazacyclooctadecane-7,16-di-yl)bis-(1H-imidazole-1,2-diyl))diethanecarbamate 在 三氟乙酸 、 碳酸氢钠 作用下， 以 二氯甲烷 、 水 为溶剂， 以100%的产率得到2,2'-(2,2'-(1,4,10,13-tetraoxa-7,16-diazacyclooctadecane-7,16-di-yl)bis-(1H-imidazole-2,1-diyl))diethanamine
  参考文献：
  名称：

  Synthesis of a Sensitive and Selective Potassium-Sensing Fluoroionophore

  摘要：

  An efficient synthesis Is reported that delivers in 5 steps and 52% overall yield a new structurally simplified fluorescent K+ sensor with Improved K+ sensitivity and selectivity over existing K+ sensors. The synthesis procedure utilizes a new template-directed oxidative C-N bond-forming macrocyclization reaction and reports new approaches to Pd(0), Sandmeyer-like and metal-free aminoarylations, as well as organotitanlum additions to vinylogous sulfonates.

  DOI：

  10.1021/ol902836c

文献信息

• Synthesis of a Sensitive and Selective Potassium-Sensing Fluoroionophore
  作者：Richard D. Carpenter、A. S. Verkman

  DOI：10.1021/ol902836c

  日期：2010.3.19

  An efficient synthesis Is reported that delivers in 5 steps and 52% overall yield a new structurally simplified fluorescent K+ sensor with Improved K+ sensitivity and selectivity over existing K+ sensors. The synthesis procedure utilizes a new template-directed oxidative C-N bond-forming macrocyclization reaction and reports new approaches to Pd(0), Sandmeyer-like and metal-free aminoarylations, as well as organotitanlum additions to vinylogous sulfonates.