Abstract
Total synthesis of yokonoside, 2'-carboxy-4', 5-dihydroxy-2-β-D-glucopyranosyloxybenzanilide (1b), isolated from Aconitum japonicum THUNB., was carried out by two different routes. The 4'-deoxy analog (1a) was also synthesized. The Koenigs-Knorr reaction of 5-benzyloxy-2-hydroxy-2'-methoxycarbonylbenzanilide (5a) with silver carbonate gave a dimer, 2, 3'-bis (2-methoxycarbonylphenylcarbamoyl)-4, 5'-dibenzyloxy-2'-hydroxydiphenyl ether (7a), as a by-product.