Synthesis of (Z)-4-Hydroxytamoxifen and (Z)-2-[4-[1-(p-Hydroxyphenyl)-2-phenyl]-1butenyl] phenoxyacetic Acid

…, M Koufaki, T Calogeropoulou

Index: Detsi, Anastasia; Koufaki, Maria; Calogeropoulou, Theodora Journal of Organic Chemistry, 2002 , vol. 67, # 13 p. 4608 - 4611

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Citation Number: 47

Abstract

The synthesis of (Z)-4-hydroxytamoxifen and (Z)-2-[4-[1-(p-hydroxyphenyl)-2-phenyl]-1- butenyl] phenoxyacetic acid was accomplished using a McMurry reaction as the key step. The perfluorotolyl derivatives of the McMurry products enabled the separation of the minor undesirable geometrical isomer. The methodology proceeds without E, Z isomerization, employs a very mild final debenzylation step compatible with a large array of functional ...