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Concise synthesis of telmisartan via decarboxylative cross-coupling
Authors:Goossen Lukas J  Knauber Thomas
Affiliation:Institut für Organische Chemie, TU Kaiserslautern, Erwin-Schr?dinger-Strasse, Building 54, D-67663 Kaiserslautern, Germany. goossen@chemie.uni-kl.de
Abstract:An efficient synthesis of the angiotensin II receptor antagonist telmisartan is presented involving a decarboxylative cross-coupling of isopropyl phthalate (1) with 2-(4-chlorophenyl)-1,3-dioxolane (2c) as the key step (85% yield). The benzimidazole moiety is constructed regioselectively via a reductive amination-condensation sequence, replacing the previously published route via alkylation of the preformed benzimidazole. The product is obtained in an overall yield of 35% in a convergent synthesis with the longest sequence consisting of eight steps.
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