Total synthesis of 2′,4′,6′-trimethoxy-3′,5′-dimethylchalcone derivatives

Abstract

2′,4′-Dihydroxy-6′-methoxy-3′,5′-dimethylchalcone (DMC), which is isolated from plants, has recently attracted much attention due to its beneficial pharmacological effects. The preparation of twelve 2′,4′,6′-trimethoxy-3′,5′-dimethylchalcone (DMDMC) derivatives, which are dimethylated-derivatives of DMC, is reported herein for the first time. Our synthetic method allowed the efficient construction of the DMDMC derivatives from phloroglucinol in 37.8%–46.5% overall yields. This promising approach would be advantageous for the production of many different DMDMC derivatives in a short period of time. © 2022 Korean Chemical Society, Seoul & Wiley-VCH GmbH