| 1207167-99-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• CAS: 1207167-99-4
• 化学式: CF₃O₃S*C₃₂H₄₈NO₁₀
• 分子量: 755.804
• InChiKey: RDPIRLXFAZFPQZ-KFYPIDJGSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.72
• 重原子数：
  51.0
• 可旋转键数：
  13.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  180.86
• 氢给体数：
  0.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  在 水 、 sodium carbonate 作用下， 以 甲醇 为溶剂， 以0.066 g的产率得到
  参考文献：
  名称：

  A convenient new synthesis of quaternary ammonium glucuronides of drug molecules

  摘要：

  N-Glucuronides, of various Structural types, are frequently encountered as drug metabolites. Efficient chemical synthesis of these compounds, both as analytical standards and for toxicological investigation, is therefore an important goal. Earlier syntheses of N+-glucuronides of aliphatic tertiary amine drugs involved direct reaction of the drug molecule with a bromosugar, but yields were generally low and of poor reproducibility, with many by-products. In addition the final products were often of low stability, hindering effective isolation and purification. We now report that a stable, readily prepared glucuronic acid hemiacetal is a reliable precursor for metabolites of this type and give three pharmaceutically relevant examples. We report further on the stability of the final metabolites and the conditions required for their isolation and purification. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.10.113
• 作为产物：
  描述：

  、 trifluoromethanesulfonic acid 3-phenoxyprop-1-yl ester 以 1,2-二氯乙烷 为溶剂， 以19%的产率得到
  参考文献：
  名称：

  A convenient new synthesis of quaternary ammonium glucuronides of drug molecules

  摘要：

  N-Glucuronides, of various Structural types, are frequently encountered as drug metabolites. Efficient chemical synthesis of these compounds, both as analytical standards and for toxicological investigation, is therefore an important goal. Earlier syntheses of N+-glucuronides of aliphatic tertiary amine drugs involved direct reaction of the drug molecule with a bromosugar, but yields were generally low and of poor reproducibility, with many by-products. In addition the final products were often of low stability, hindering effective isolation and purification. We now report that a stable, readily prepared glucuronic acid hemiacetal is a reliable precursor for metabolites of this type and give three pharmaceutically relevant examples. We report further on the stability of the final metabolites and the conditions required for their isolation and purification. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.10.113