(S)-4-(16-anthracen-9-ylmethyl-1,4,10,13-tetraoxa-7,16-diaza-cyclooctadec-7-yl)-2-benzyloxycarbylamino-4-oxo-butyric acid methyl ester | 478014-50-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: (S)-4-(16-anthracen-9-ylmethyl-1,4,10,13-tetraoxa-7,16-diaza-cyclooctadec-7-yl)-2-benzyloxycarbylamino-4-oxo-butyric acid methyl ester
• CAS: 478014-50-5
• 化学式: C₄₀H₄₉N₃O₉
• 分子量: 715.844
• InChiKey: DJBVTBGHWZICMS-QNGWXLTQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.56
• 重原子数：
  52.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  125.1
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (S)-4-(16-anthracen-9-ylmethyl-1,4,10,13-tetraoxa-7,16-diaza-cyclooctadec-7-yl)-2-benzyloxycarbylamino-4-oxo-butyric acid methyl ester 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 40.0h， 以84%的产率得到(S)-4-(16-anthracen-9-ylmethyl-1,4,10,13-tetraoxa-7,16-diaza-cyclooctadec-7-yl)-2-benzyloxycarbonylamino-4-oxo-butyric acid
  参考文献：
  名称：

  Chemosensors for the Marine Toxin Saxitoxin

  摘要：

  Eleven anthracylmethyl crown ethers have been synthesized and evaluated as fluorescence sensors for the marine toxin saxitoxin. Fluorescence enhancement data are consistent with a 1:1 binding complex for all crowns. The binding constants are in the range of 10(4) M-1 in ammonium phosphate buffer (pH 7.1) in 80% ethanol solvent. Selectivity for sensing saxitoxin versus several organic analytes has been demonstrated for the first time. Possible modes of binding are presented, and relevance to saxitoxin monitoring programs are discussed.

  DOI：

  10.1021/ja027507p
• 作为产物：
  描述：

  9-氯甲基蒽 在 caesium carbonate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 cesium iodide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 29.0h， 生成 (S)-4-(16-anthracen-9-ylmethyl-1,4,10,13-tetraoxa-7,16-diaza-cyclooctadec-7-yl)-2-benzyloxycarbylamino-4-oxo-butyric acid methyl ester
  参考文献：
  名称：

  Chemosensors for the Marine Toxin Saxitoxin

  摘要：

  Eleven anthracylmethyl crown ethers have been synthesized and evaluated as fluorescence sensors for the marine toxin saxitoxin. Fluorescence enhancement data are consistent with a 1:1 binding complex for all crowns. The binding constants are in the range of 10(4) M-1 in ammonium phosphate buffer (pH 7.1) in 80% ethanol solvent. Selectivity for sensing saxitoxin versus several organic analytes has been demonstrated for the first time. Possible modes of binding are presented, and relevance to saxitoxin monitoring programs are discussed.

  DOI：

  10.1021/ja027507p