1415256-83-5Relevant academic research and scientific papers
Application of the N-dibenzyl protective group in the preparation of β-lactam pseudopeptides
Frlan, Rok,Hrast, Martina,Gobec, Stanislav
, (2019/04/05)
Despite the great importance of β-lactam antibiotics, there is still a limited number of synthetic approaches for the formation of β-lactam–containing dipeptides. In this study, we report upon the stereoselective preparation of β-lactam–containing pseudopeptides, where different reaction conditions and NH2 protective groups were tested to obtain compounds that contain 3-amino-azetidin-2-one. We demonstrate that the protective group is essential for the outcome of the reaction. Successful implementation of dibenzyl-protected serine-containing dipeptides through the Mitsunobu reaction can provide the desired products at high yields and stereoselectivity.
Straightforward synthesis of non-natural chalcogen peptides via ring opening of aziridines
Schwab, Ricardo S.,Schneider, Paulo H.
supporting information, p. 10449 - 10455,7 (2012/12/13)
The synthesis of new chiral non-natural seleno-, thio-, and telluro-peptides is described herein. These new compounds were prepared through simple and brief synthetic route, from inexpensive and commercially available amino acids. The products, possessing a highly modular character, were obtained in good to excellent yields (50-96%), via ring opening of aziridines with chalcogenolate anions, generated using indium(I) iodide as a reducing agent.
