(1,1,1-Trifluoro-2-methylpropan-2-yl) carbonochloridate | 912272-02-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: (1,1,1-Trifluoro-2-methylpropan-2-yl) carbonochloridate
• CAS: 912272-02-7
• 化学式: C₅H₆ClF₃O₂
• 分子量: 190.55
• InChiKey: MWLIFYJNLJRYQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1,1,1-Trifluoro-2-methylpropan-2-yl) carbonochloridate 、 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以50%的产率得到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
• 作为产物：
  描述：

  2-三氟甲基-2-丙醇 、 三光气 在 吡啶 作用下， 以 乙醚 为溶剂， 生成 (1,1,1-Trifluoro-2-methylpropan-2-yl) carbonochloridate
  参考文献：
  名称：

  Design, synthesis and biological evaluation of novel fluorinated docetaxel analogues

  摘要：

  A series of novel fluorinated docetaxel analogues have been synthesized and evaluated in vitro and in vivo. Incorporated one, two or three fluorine atom(s) either at both meta position on C-2 benzolate and 3'-N-tert-butyloxyl group or only at 3-N-tert-butyloxyl group has resulted in potent analogues which have comparable or superior in vitro and in vivo cytotoxicity to docetaxel. Among them, compounds 14d and 14e have displayed more potent cytotoxicity than docetaxel both in human cancer cell line SK-OV-3 in vitro and in human non-small cell lung cancer A549 xenografts in vivo. Preliminary data show that compound 14a has reduced acute animal toxicity in mice compared with docetaxel. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.04.004