32039-00-2Relevant academic research and scientific papers
Photoinduced Decarboxylative Radical Addition Reactions for Late Stage Functionalization of Peptide Substrates
Fernandez-Rodriguez, Patricia,Legros, Fabien,Maier, Thomas,Weber, Angelika,Méndez, María,Derdau, Volker,Hessler, Gerhard,Kurz, Michael,Villar-Garea, Ana,Ruf, Sven
, p. 782 - 787 (2021)
Photoredox chemistry has greatly stimulated the application of radical based transformations in medicinal chemistry and early drug discovery in recent years. Carboxylate groups have been identified as traceless leaving groups that can be converted into radical intermediates capable of undergoing 1,4-conjugate addition reactions to Michael acceptors. Herein, we show the successful C-terminal derivatization of small peptide substrates by using this methodology in a parallel synthesis setting. Finally, we outline a general strategy for the γ-homologation of several drugs derived from α-amino acids in a late stage functionalization (LSF) approach.
Dithio and thiono esters, LVII: Synthesis of dithio and thiono esters of N-protected β- and γ-amino acids
Brutsche,Hartke
, p. 271 - 276 (2007/10/02)
The N-protected β-aminonitriles 1 were transformed into the imidoester or thiolimidoester hydrochlorides 2 or 3 according to Pinner and sulfhydrolyzed with H2S to give the N-protected β-amino thiono esters 4 or dithio esters 5. Alkylation of th
