Towards a biomimetic poly-aminoketone foldamer: synthesis of a triply protected monomer and its coupling to a dimer, trimer and tetramer
作者:Romain Barbe、Jens Hasserodt
DOI:10.1016/j.tet.2006.12.081
日期:2007.3
The design of a new biomimetic foldamer, relying on the weak amine–carbonyl interaction for secondary structure formation, is presented. The efficient synthesis of a triply protected monomer starting from glycidol was developed. This monomer contains a dioxolane-protected keto group that will allow liberation of the ketone functionality in the backbone once construction of the oligomeric backbone is
提出了一种新的仿生折叠剂的设计,它依赖于弱胺-羰基相互作用形成二级结构。从缩水甘油开始有效合成三重保护的单体。该单体包含二氧戊环保护的酮基,一旦寡聚骨架的构建完成,该骨架将允许骨架中的酮官能团释放。该单体在其两个末端包含两个额外的正交保护基团,即Fmoc和TBDMS基团。如在Fmoc固相肽合成中所见,特别是Fmoc基团允许向N末端的低聚。报道了酮保护的二聚体,三聚体和四聚体的构建和完整表征。