ethyl (S)-2-(3-(4-bromophenoxy)-2-((tert-butoxycarbonyl)amino)propoxy)acetate | 1593201-10-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: ethyl (S)-2-(3-(4-bromophenoxy)-2-((tert-butoxycarbonyl)amino)propoxy)acetate
• CAS: 1593201-10-5
• 化学式: C₁₈H₂₆BrNO₆
• 分子量: 432.312
• InChiKey: ZJENMOHULODLPV-AWEZNQCLSA-N

物化性质

• 沸点：
  518.5±50.0 °C(Predicted)
• 密度：
  1.295±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  26.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  83.09
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl (S)-2-(3-(4-bromophenoxy)-2-((tert-butoxycarbonyl)amino)propoxy)acetate 、 联硼酸频那醇酯 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 potassium acetate 作用下， 以 二甲基亚砜 为溶剂， 反应 2.5h， 以78%的产率得到ethyl (S)-2-(2-((tert-butoxycarbonyl)amino)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)propoxy)acetate
  参考文献：
  名称：

  Sequential and Spatial Organization of Metal Complexes Inside a Peptide Duplex

  摘要：

  To generate integrated organized molecular properties, multiple molecular components are required to be assembled into the molecular system with sequential and spatial accuracy in accordance with the design of the molecular assembly. Herein, we present a novel programmable synthesis of a cofacially stacked porphyrin array via repetitive construction of a peptide duplex. We designed and synthesized a novel porphyrin having two artificial amino acid moieties at the trans meso-positions. The amino acid moieties can be connected with another porphyrin unit by repetitive doubly coupling reactions to afford the peptide duplex bridged by the porphyrins. In the duplex, the porphyrin units are stacked cofacially, and the efficient electronic communication among the arrayed porphyrin units was characterized by split redox waves in the cyclic voltammograms. We also demonstrated the three different square-planar metal ions, namely Cu2+, Ni2+, and Pd2+, were arranged inside the ladder-type porphyrin array in a programmable fashion.

  DOI：

  10.1021/ja502898t
• 作为产物：
  描述：

  methyl (2R)-2-amino-3-(4-bromophenoxy)propanoate 在 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 生成 ethyl (S)-2-(3-(4-bromophenoxy)-2-((tert-butoxycarbonyl)amino)propoxy)acetate
  参考文献：
  名称：

  Sequential and Spatial Organization of Metal Complexes Inside a Peptide Duplex

  摘要：

  To generate integrated organized molecular properties, multiple molecular components are required to be assembled into the molecular system with sequential and spatial accuracy in accordance with the design of the molecular assembly. Herein, we present a novel programmable synthesis of a cofacially stacked porphyrin array via repetitive construction of a peptide duplex. We designed and synthesized a novel porphyrin having two artificial amino acid moieties at the trans meso-positions. The amino acid moieties can be connected with another porphyrin unit by repetitive doubly coupling reactions to afford the peptide duplex bridged by the porphyrins. In the duplex, the porphyrin units are stacked cofacially, and the efficient electronic communication among the arrayed porphyrin units was characterized by split redox waves in the cyclic voltammograms. We also demonstrated the three different square-planar metal ions, namely Cu2+, Ni2+, and Pd2+, were arranged inside the ladder-type porphyrin array in a programmable fashion.

  DOI：

  10.1021/ja502898t