N-de-tert-butoxycarbonyl-N-[2-(1,1,1-trifluoro-2-methyl)propyloxycarbonyl]-7,10-di-(2,2,2-trichloroethyloxycarbonyl)-3-dephenyl-3'-(4-fluorophenyl)docetaxel | 1300036-13-8

• 英文名称: N-de-tert-butoxycarbonyl-N-[2-(1,1,1-trifluoro-2-methyl)propyloxycarbonyl]-7,10-di-(2,2,2-trichloroethyloxycarbonyl)-3-dephenyl-3'-(4-fluorophenyl)docetaxel
• 英文别名: [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-15-[(2R,3S)-3-(4-fluorophenyl)-2-hydroxy-3-[(1,1,1-trifluoro-2-methylpropan-2-yl)oxycarbonylamino]propanoyl]oxy-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9,12-bis(2,2,2-trichloroethoxycarbonyloxy)-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• CAS: 1300036-13-8
• 化学式: C₄₉H₅₁Cl₆F₄NO₁₈
• 分子量: 1230.65
• InChiKey: OHZCKIAGIHDWFN-CPQOOHRJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  78
• 可旋转键数：
  21
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  255
• 氢给体数：
  3
• 氢受体数：
  22

反应信息

• 作为反应物：
  描述：

  N-de-tert-butoxycarbonyl-N-[2-(1,1,1-trifluoro-2-methyl)propyloxycarbonyl]-7,10-di-(2,2,2-trichloroethyloxycarbonyl)-3-dephenyl-3'-(4-fluorophenyl)docetaxel 在 溶剂黄146 、 锌 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以52.5%的产率得到N-de-tert-butoxycarbonyl-N-[2-(1,1,1-trifluoro-2-methyl)propyloxycarbonyl]-3-dephenyl-3'-(4-fluorophenyl)docetaxel
  参考文献：
  名称：

  Synthesis, cytotoxicity, metabolic stability and pharmacokinetic evaluation of fluorinated docetaxel analogs

  摘要：

  Three novel fluorinated docetaxel analogs, along with six previous reported, were evaluated for their cytotoxicity against five tumor cell lines. The results indicated that these analogs maintained similar/ more potent activity than docetaxel against these tumor cell lines. They were also evaluated for their metabolic stability and pharmacokinetics, which demonstrated that these analogs showed better profiles of metabolic stability and pharmacokinetics than that of docetaxel. Crown Copyright (C) 2011 Published by Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.02.027
• 作为产物：
  描述：

  methyl (2R,3S)-3-amino-2-hydroxy-3-(4-fluoro-phenyl)propionate 在 4-二甲氨基吡啶 、 甲酸 、 4-甲基苯磺酸吡啶 、 三乙胺 、 N,N'-二环己基碳二亚胺 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 56.0h， 生成 N-de-tert-butoxycarbonyl-N-[2-(1,1,1-trifluoro-2-methyl)propyloxycarbonyl]-7,10-di-(2,2,2-trichloroethyloxycarbonyl)-3-dephenyl-3'-(4-fluorophenyl)docetaxel
  参考文献：
  名称：

  Synthesis, cytotoxicity, metabolic stability and pharmacokinetic evaluation of fluorinated docetaxel analogs

  摘要：

  Three novel fluorinated docetaxel analogs, along with six previous reported, were evaluated for their cytotoxicity against five tumor cell lines. The results indicated that these analogs maintained similar/ more potent activity than docetaxel against these tumor cell lines. They were also evaluated for their metabolic stability and pharmacokinetics, which demonstrated that these analogs showed better profiles of metabolic stability and pharmacokinetics than that of docetaxel. Crown Copyright (C) 2011 Published by Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.02.027