Facile synthesis of 4″-<i>O</i>-alkyl-(–)-EGCG derivatives through regioselective deacetylative alkylation

<p>Therapeutic potential of the D-ring methyl ethers of (–)-epigallocatechin-3-gallate [(–)-EGCG] warrants extensive structure–activity relationship study of various D-ring ethers of (–)-EGCG but, for this purpose, efficient synthetic strategy needs to be developed. In this study, efficient preparation of the 4″-<i>O</i>-alkyl-(–)-EGCGs (<b>4a</b>–<b>e</b>) was demonstrated using KI/K<sub>2</sub>CO<sub>3</sub>-promoted deacetylative alkylation of peracetyl (–)-EGCG, which could be broadly utilized for the preparation of various D-ring alkyl ethers of (–)-EGCG and thereby extensive structure–activity relationship study.</p>