7,16-di(1H-imidazol-2-yl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane | 1214885-21-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 7,16-di(1H-imidazol-2-yl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
• 英文别名: 7,16-bis(1H-imidazol-2-yl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
• CAS: 1214885-21-8
• 化学式: C₁₈H₃₀N₆O₄
• 分子量: 394.474
• InChiKey: MWNMWXBCAYMHIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  7,16-di(1H-imidazol-2-yl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane 、 N,N-双(2-氯乙基)氨基甲酸叔丁酯 在 sodium hydride 、 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 16.0h， 以87%的产率得到tert-butyl 2-(2-(16-(1H-imidazol-2-yl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecan-7-yl)-1H-imidazol-1-yl)ethyl(2-chloroethyl)carbamate
  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：

  2-氯咪唑 、 二氮杂18-冠醚-6 在 potassium carbonate 、 (2S)-1-((11bR)-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl)-8-(diphenylphosphino)-2-(naphthalen-1-yl)-1,2,3,4-tetrahydroquinoline 、 palladium dichloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.16h， 以93%的产率得到7,16-di(1H-imidazol-2-yl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
  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.