A green chemistry approach to the synthesis of an emerging drug for the treatment of celiac disease

Abstract

A sustainable synthesis of ZED1227, a new drug for treating celiac disease, is reported. The route avoids waste-generating processes resulting in an overall E-factor that reflects reliance on technologies that exist in the green chemistry toolbox, including (1) nitro group reduction using carbonyl iron powder (CIP); (2) amide coupling using 2,2′-dipyridyldithiocarbamate (DPDTC) in recoverable EtOAc; (3) olefin metathesis run under neat conditions; and (4) N-Boc deprotection in isopropyl alcohol (IPA).