Fig. 1.

Synthesis of the EGCG derivatives 1–5. Reagents and conditions: a Ac₂O, NaOAc, 100 °C, 20 min, 100%; b HBr, AcOH, CH₂Cl₂, 0 °C, 96%; c NaN₃, DMF, 90%; d CH₃ONa, CH₃OH, rt, 78%; e, i K₂CO₃, acetone, 55 °C, 12 h, (ii) CH₃OH–THF, KOH, 13 h, 0 °C, 11–23%; f propargyl bromide, NaH, DMF, 0 °C, 4 h, 11–45%; g copper(II) acetate, sodium ascorbate, t-BuOH–H₂O (1:1), THF, rt, 2 h, 56–78%