Efficient Synthesis of N-Alkyl Polyhydroxylated Pipecolamide Compounds from d-Glucurono-6,3-lactone

Alaa Kaddour , Sylvestre Toumieux (1, 2) , Anne Wadouachi (2)

1 ISM - Institut des Sciences Moléculaires
2 LG2A - Laboratoire de Glycochimie, des Antimicrobiens et des Agro-ressources - UMR CNRS 7378

N-Alkyl pipecolamides were efficiently synthesized from d-glucurono-6,3-lactone via a key 5-azido N-alkylamide intermediate that can be used as a scaffold for the synthesis of 4-amino and N-sulfonated pipecolamide derivatives.

Domaines: Chimie

Alaa Kaddour, Sylvestre Toumieux, Anne Wadouachi. Efficient Synthesis of N-Alkyl Polyhydroxylated Pipecolamide Compounds from d-Glucurono-6,3-lactone. SYNLETT, 2017, 28 (16), pp.2174-2178. ⟨10.1055/s-0036-1590829⟩. ⟨hal-03613845⟩