Concise Synthesis of Ring-Fission Metabolites of Epicatechin: 5-(3,4-Dihydroxybenzyl)dihydrofuran-2(3H)-one M6

Abstract

The ring-fission metabolites of epicatechin, 5-(3,4-dihydroxybenzyl)dihydrofuran-2(3H)-one M6 and 3-methylated M6, were prepared from 3,4-dihydroxybenzaldehyde and furan-2(5H)-one using two new concise methods in excellent yields (three or two steps in 40–60% overall yield).

Keywords:

• 5-(3,4-Dihydroxybenzyl)dihydrofuran-2(3H)-one
• epicatechin
• metabolite
• methylated M6