[3,5-Bis[3-(1-adamantyloxy)propoxy]phenyl]methanol | 359827-35-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: [3,5-Bis[3-(1-adamantyloxy)propoxy]phenyl]methanol
• CAS: 359827-35-3
• 化学式: C₃₃H₄₈O₅
• 分子量: 524.741
• InChiKey: GEISEDBFCZVRCY-UHFFFAOYSA-N

物化性质

• 密度：
  1.18±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  38
• 可旋转键数：
  13
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  57.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [3,5-Bis[3-(1-adamantyloxy)propoxy]phenyl]methanol 在 N-溴代丁二酰亚胺(NBS) 、 potassium carbonate 、 一水合肼 、 三乙胺 、 三苯基膦 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.5h， 生成 N-[[3,5-bis[3-(1-adamantyloxy)propoxy]phenyl]methyl]-2-sulfanylacetamide
  参考文献：
  名称：

  Water-Soluble Adamantane-Terminated Dendrimers Possessing a Rhenium Core

  摘要：

  A novel type of radiometal-containing dendrimer with potential radiotherapeutical applications is described. Different generations of this adamantane-terminated, Frechet-type dendrimer (28, 29, 30), each consisting of two dendritic wedge ligands around a rhenium core, have been synthesized in organic solvent via reaction with ReO(PPh3)(2)Cl-3. Through complexation of their adamantane groups by beta -cyclodextrins (beta -CDs), these dendrimers were made water soluble (9.6, 0.4, and 0.2 mM, respectively). beta -CD-induced solubilization of the wedges in water allowed the complexes to be made under aqueous conditions, via reaction with rhenium gluconate. Not only does this strategy enable the facile synthesis of the radioactive analogue, the yields for these complex-formation reactions in water also turned out to be far higher than those observed for the reactions in organic solvents.

  DOI：

  10.1021/jo0102718
• 作为产物：
  描述：

  3-(adamantane-1-yloxy)propan-1-ol 在 18-冠醚-6 、 三溴化磷 、 potassium carbonate 作用下， 以 丙酮 、 甲苯 为溶剂， 生成 [3,5-Bis[3-(1-adamantyloxy)propoxy]phenyl]methanol
  参考文献：
  名称：

  Water-Soluble Adamantane-Terminated Dendrimers Possessing a Rhenium Core

  摘要：

  A novel type of radiometal-containing dendrimer with potential radiotherapeutical applications is described. Different generations of this adamantane-terminated, Frechet-type dendrimer (28, 29, 30), each consisting of two dendritic wedge ligands around a rhenium core, have been synthesized in organic solvent via reaction with ReO(PPh3)(2)Cl-3. Through complexation of their adamantane groups by beta -cyclodextrins (beta -CDs), these dendrimers were made water soluble (9.6, 0.4, and 0.2 mM, respectively). beta -CD-induced solubilization of the wedges in water allowed the complexes to be made under aqueous conditions, via reaction with rhenium gluconate. Not only does this strategy enable the facile synthesis of the radioactive analogue, the yields for these complex-formation reactions in water also turned out to be far higher than those observed for the reactions in organic solvents.

  DOI：

  10.1021/jo0102718

文献信息

• Water-Soluble Adamantane-Terminated Dendrimers Possessing a Rhenium Core
  作者：Kjeld J. C. van Bommel、Gerald A. Metselaar、Willem Verboom、David N. Reinhoudt

  DOI：10.1021/jo0102718

  日期：2001.8.1

  A novel type of radiometal-containing dendrimer with potential radiotherapeutical applications is described. Different generations of this adamantane-terminated, Frechet-type dendrimer (28, 29, 30), each consisting of two dendritic wedge ligands around a rhenium core, have been synthesized in organic solvent via reaction with ReO(PPh3)(2)Cl-3. Through complexation of their adamantane groups by beta -cyclodextrins (beta -CDs), these dendrimers were made water soluble (9.6, 0.4, and 0.2 mM, respectively). beta -CD-induced solubilization of the wedges in water allowed the complexes to be made under aqueous conditions, via reaction with rhenium gluconate. Not only does this strategy enable the facile synthesis of the radioactive analogue, the yields for these complex-formation reactions in water also turned out to be far higher than those observed for the reactions in organic solvents.