235425-07-7Relevant academic research and scientific papers
Chemo- and regioselective syntheses of enantiopure aminopyrrolidinones as building blocks for constrained peptidomimetics
Lehmann, Thomas,Michel, Dorothee,Glaenzel, Markus,Waibel, Reiner,Gmeiner, Peter
, p. 1389 - 1400 (2007/10/03)
Starting from natural asparagine the synthesis of the N-protected enantiomerically pure 3- and 4-aminopyrrolidinones (1) and (3) was accomplished. The incorporation of these building blocks into conformationally constrained peptidomimetics was demonstrated by the synthesis of the potential dopamine receptor modulator (14b) (β-PAOPA). Furthermore, Freidinger γ-lactams including the protected dipeptide mimetics (8a-c) and (9) were prepared. The optical integrity of the synthesis was established by NMR analysis of the ureas (10a,b).
