SYNTHESIS OF ANALOG L--METIL-DOPA FROM EUGENOL

Synthesis of analog L-  -metil-Dopa from eugenol has been achieved through conversion of allyl group to ketone, followed by reaction with NH 3 and KCN and by hydrolisis. The addition reaction of methyleugenol with formic acid yield methyleugenyl formate (60,69%). The hydrolis of methyileugenylformate with KOH in aqaueous-ethanolic solution produced methyleugenyl alcohol (73,68%). The oxidation of methyleugenyl alcohol with PCC yield methyleugenyl ketone (67,71%). The reaction of methyleugenyl ketone with NH3 and KCN yield D,L-  -amino-  -(3,4-dimetoxybenzyl) propionitril (84,14%). The hydrolisis of D,L-  -amino-  -(3,4-dimetoxybenzyl) propionitril with concentrated hydrochloric acid gave Analog L-  -metil-Dopa as a main target (91,98%). The structure elucidation of these products were analyzed by FTIR, 1H-NMR, 13C-NMR and MS Keywords: Analog L-  -metil-Dopa; eugenol .