Original loading and Suzuki conditions for the solid-phase synthesis of biphenyltetrazoles. Application to the first solid-phase synthesis of irbesartan

…, JC Gesquière, A Tartar, B Déprez, R Deprez-Poulain

Index: Cousaert, Nicolas; Willand, Nicolas; Gesquiere, Jean-Claude; Tartar, Andre; Deprez, Benoit; Deprez-Poulain, Rebecca Tetrahedron Letters, 2008 , vol. 49, # 17 p. 2743 - 2747

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Citation Number: 9

Abstract

Biphenyltetrazoles are recognized privileged structures. Among them, the therapeutically important class of sartans displays antagonistic activity on AT1 receptors. We have developed a method for anchoring tetrazole derivatives via the heterocycle on a hydroxylated resin using zinc triflate. New Suzuki–Miyaura cross-coupling conditions are developed for the quantitative formation of the phenyl–phenyl bond. Our straightforward ...