[4-[Bis[2-[tert-butyl(dimethyl)silyl]oxyethyl]amino]phenyl] carbonochloridate | 444667-50-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [4-[Bis[2-[tert-butyl(dimethyl)silyl]oxyethyl]amino]phenyl] carbonochloridate
• CAS: 444667-50-9
• 化学式: C₂₃H₄₂ClNO₄Si₂
• 分子量: 488.215
• InChiKey: RXKVVTZVYIAKEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.27
• 重原子数：
  31
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [4-[Bis[2-[tert-butyl(dimethyl)silyl]oxyethyl]amino]phenyl] carbonochloridate 在 4-二甲氨基吡啶 、 triethylamine tris(hydrogen fluoride) 、 三乙胺 、 sodium iodide 作用下， 以 四氢呋喃 、 二氯甲烷 、 丙酮 为溶剂， 反应 15.08h， 生成 di-tert-butyl <<<4-phenyl>oxy>carbonyl>-L-glutamate
  参考文献：
  名称：

  A higher yielding synthesis of the clinical prodrug ZD2767P using di-protected 4-[N,N-bis(2-hydroxyethyl)amino]phenyl chloroformate

  摘要：

  A novel synthesis is described of the prodrug ZD2767P (in Phase I/II clinical trials) that improves the overall yield from 13% to 45%. The method involves the synthesis of 4-[N,N-bis(2-hydroxyethyl)amino]phenyl chloroformate protected as the bis-silyl ether, coupled with di-tert-butyl glutamate. There are clear advantages of this method compared to the literature procedure. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.08.003
• 作为产物：
  描述：

  4--O-benzylphenol 在 palladium on activated charcoal 咪唑 、 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 0.17h， 生成 [4-[Bis[2-[tert-butyl(dimethyl)silyl]oxyethyl]amino]phenyl] carbonochloridate
  参考文献：
  名称：

  A higher yielding synthesis of the clinical prodrug ZD2767P using di-protected 4-[N,N-bis(2-hydroxyethyl)amino]phenyl chloroformate

  摘要：

  A novel synthesis is described of the prodrug ZD2767P (in Phase I/II clinical trials) that improves the overall yield from 13% to 45%. The method involves the synthesis of 4-[N,N-bis(2-hydroxyethyl)amino]phenyl chloroformate protected as the bis-silyl ether, coupled with di-tert-butyl glutamate. There are clear advantages of this method compared to the literature procedure. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.08.003

文献信息

• A higher yielding synthesis of the clinical prodrug ZD2767P using di-protected 4-[N,N-bis(2-hydroxyethyl)amino]phenyl chloroformate
  作者：Dan Niculescu-Duvaz、Ian Scanlon、Ion Niculescu-Duvaz、Caroline J. Springer

  DOI：10.1016/j.tetlet.2005.08.003

  日期：2005.10

  A novel synthesis is described of the prodrug ZD2767P (in Phase I/II clinical trials) that improves the overall yield from 13% to 45%. The method involves the synthesis of 4-[N,N-bis(2-hydroxyethyl)amino]phenyl chloroformate protected as the bis-silyl ether, coupled with di-tert-butyl glutamate. There are clear advantages of this method compared to the literature procedure. (c) 2005 Elsevier Ltd. All rights reserved.