Maison Wolfgang, Frangioni John V, Pannier Nadine
Universität Hamburg, Institut für Organische Chemie, Martin-Luther-King-Platz 6, 20146 Hamburg, Germany.
Org Lett. 2004 Nov 25;6(24):4567-9. doi: 10.1021/ol048055j.
An efficient route to novel 1,3,5,7-tetrasubstituted derivatives of adamantane is described. This route starts from adamantane and gives the tetrafunctionalized derivative 9 in eight steps with an overall yield of 23%. These tetrahedrally shaped molecules possess three identical arms terminated by an activated carboxylic acid derivative and a protected amino function in the 1-position. We propose these tetravalent cage compounds such as 9 as scaffolds for the assembly of ligand/marker conjugates for studies of multivalent ligand receptor interactions. [reaction: see text]
描述了一种高效合成新型金刚烷1,3,5,7 - 四取代衍生物的路线。该路线从金刚烷开始,经过八步反应得到四官能化衍生物9,总产率为23%。这些四面体形状的分子具有三条相同的臂,在1位由活化的羧酸衍生物和受保护的氨基官能团终止。我们提出这些四价笼状化合物(如9)作为组装配体/标记物缀合物的支架,用于研究多价配体 - 受体相互作用。[反应:见原文]