2,2-Dimethyl-propionic acid 2-(3-benzyloxy-phenyl)-3-hydroxy-propyl ester | 881672-61-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,2-Dimethyl-propionic acid 2-(3-benzyloxy-phenyl)-3-hydroxy-propyl ester
• CAS: 881672-61-3
• 化学式: C₂₁H₂₆O₄
• 分子量: 342.435
• InChiKey: ZPNKENJSXAFRHJ-UHFFFAOYSA-N

物化性质

• 沸点：
  452.5±40.0 °C(Predicted)
• 密度：
  1.112±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.93
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2,2-Dimethyl-propionic acid 2-(3-benzyloxy-phenyl)-3-hydroxy-propyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 16.0h， 以93%的产率得到2,2-Dimethyl-propionic acid 3-hydroxy-2-(3-hydroxy-phenyl)-propyl ester
  参考文献：
  名称：

  2-Benzyl and 2-phenyl-3-hydroxypropyl pivalates as protein kinase C ligands

  摘要：

  A series of 2-benzyl and 2-phenyl-3-hydroxypropyl pivalates designed to incorporate the principal pharmacophores of phorbol esters have been synthesized and tested as PKC-alpha ligands. Among the analogues, 13c exhibited the most potent binding affinity with a K-i = 0.7 mu M. The synthesized analogues were subjected to molecular modeling analysis based on two alternative models of the phorbol pharmacophore and a docking study or 13c was carried out. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.10.051
• 作为产物：
  描述：

  1-(苄氧基)-3-(氯甲基)苯 在 吡啶 、 sodium hydroxide 、 lithium aluminium tetrahydride 、 硫酸 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 生成 2,2-Dimethyl-propionic acid 2-(3-benzyloxy-phenyl)-3-hydroxy-propyl ester
  参考文献：
  名称：

  2-Benzyl and 2-phenyl-3-hydroxypropyl pivalates as protein kinase C ligands

  摘要：

  A series of 2-benzyl and 2-phenyl-3-hydroxypropyl pivalates designed to incorporate the principal pharmacophores of phorbol esters have been synthesized and tested as PKC-alpha ligands. Among the analogues, 13c exhibited the most potent binding affinity with a K-i = 0.7 mu M. The synthesized analogues were subjected to molecular modeling analysis based on two alternative models of the phorbol pharmacophore and a docking study or 13c was carried out. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.10.051