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 | 1214885-22-9

• 英文名称: 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
• 英文别名: tert-butyl N-(2-chloroethyl)-N-[2-[2-[16-(1H-imidazol-2-yl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadec-7-yl]imidazol-1-yl]ethyl]carbamate
• CAS: 1214885-22-9
• 化学式: C₂₇H₄₆ClN₇O₆
• 分子量: 600.159
• InChiKey: MMWQFBXMLCNZRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  41
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  119
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  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 在 lithium 、 potassium tert-butylate 、 二苯基二硒醚 作用下， 以 四氢呋喃 为溶剂， 反应 5.16h， 以91%的产率得到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
  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：

  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