1426239-07-7Relevant academic research and scientific papers
Polymer-supported stereoselective synthesis of tetrahydro-2 H -oxazolo[3,2- a ]pyrazin-5(3 H)-ones from N -(2-Oxo-ethyl)-derivatized dipeptides via eastbound iminiums
La Venia, Agustina,Dolensky, Bohumil,Krchnak, Viktor
supporting information, p. 162 - 167 (2013/04/23)
Polymer-supported N-(2-oxo-ethyl)-derivatized Ser/Thr/Cys-containing dipeptides were synthesized and subjected to acid-mediated tandem N-acylium ion cyclization-nucleophilic addition to yield tetrahydro-2H-oxazolo[3,2-a]pyrazin- 5(3H)-ones. The reaction conditions and building-block combinations for stereoselective synthesis of the newly formed asymmetric carbon were developed. The synthesis was fully compatible with solid-phase peptide synthesis, and the products serve as conformationally constrained peptidomimetics. The traceless synthesis of bicycles is also reported as part of this work.
