Abstract
Dihydroconiferyl alcohol glucoside has been synthesized from cinnamic acid ethyl ester glucoside. Two reaction systems were investigated; one involving hydrogenation of the cinnamic acid ethyl ester glucoside intermediate followed by diisobutylaluminium hydride (DIBAL‐H) reduction of the ester to the alcohol, and the other involving DIBAL‐H reduction of the cinnamic acid ethyl ester to the alcohol (coniferin) followed by hydrogenation. Hydrogenation followed by DIBAL‐H reduction led to higher dihydroconiferyl alcohol glucoside yields and avoided by‐product formation associated with the hydrogenation of coniferin.
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