2-(2-acetoxy-5-(2-chloroethyl)-3-iodobenzyl)-4-(2-chloroethyl)phenyl acetate | 1243680-30-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 2-(2-acetoxy-5-(2-chloroethyl)-3-iodobenzyl)-4-(2-chloroethyl)phenyl acetate
• CAS: 1243680-30-9
• 化学式: C₂₁H₂₁Cl₂IO₄
• 分子量: 535.206
• InChiKey: WUPIEVWOIFTOHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  28.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(2-acetoxy-5-(2-chloroethyl)-3-iodobenzyl)-4-(2-chloroethyl)phenyl acetate 、 N-Boc-氨基丙炔 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 反应 17.0h， 以46%的产率得到2-(2-acetoxy-3-(3-(tert-butoxycarbonylamino)prop-1-ynyl)-5-(2-chloroethyl)benzyl)-4-(2-chloroethyl)phenyl acetate
  参考文献：
  名称：

  Development of chemical probes: Toward the mode of action of a methylene-linked di(aryl acetate) E1

  摘要：

  Analogues of the novel inhibitor of the PI3-K/PKB pathway, 2-[5-(2-chloroethyl)-2-acetoxy-benzyl]-4-(2-chloroethyl)-phenyl acetate (E1), have been prepared and preliminary SAR performed. This established that at least one of the chloroethyl para-substituents could be removed or modified and the ability to inhibit PKB/Akt activation retained. Synthetic methodologies were then developed to methylene-linked aryl acetates for use as molecular probes to identify the target of compound E1. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.06.017
• 作为产物：
  描述：

  4-(2-chloroethyl)-2-[5-2(chloroethyl)-2-hydroxybenzyl]-6-iodophenol 、 乙酸酐 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 18.0h， 以87%的产率得到2-(2-acetoxy-5-(2-chloroethyl)-3-iodobenzyl)-4-(2-chloroethyl)phenyl acetate
  参考文献：
  名称：

  Development of chemical probes: Toward the mode of action of a methylene-linked di(aryl acetate) E1

  摘要：

  Analogues of the novel inhibitor of the PI3-K/PKB pathway, 2-[5-(2-chloroethyl)-2-acetoxy-benzyl]-4-(2-chloroethyl)-phenyl acetate (E1), have been prepared and preliminary SAR performed. This established that at least one of the chloroethyl para-substituents could be removed or modified and the ability to inhibit PKB/Akt activation retained. Synthetic methodologies were then developed to methylene-linked aryl acetates for use as molecular probes to identify the target of compound E1. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.06.017