Synthesis of [D5‐ethyl]‐tamoxifen; a mechanistic probe of tamoxifen induced hepatic DNA adduct formation

Abstract

AbstractTamoxifen which incorporates a fully deuterated ethyl group, [D5‐ethyl]‐tamoxifen, has been synthesised in order to probe the mechanism of tamoxifen induced hepatic DNA adduct formation. The pentadeuteroethyl group was introduced into the tamoxifen structure by treatment of the ketone precursor 1‐[4‐(2‐chloroethoxy)phenyl]‐2‐phenylethanone, as its sodium enolate, with [D5]‐iodoethane.