109517-76-2

Upstream product

• 440646-10-6 (Z)-1-[4-(benzyloxy)phenyl]-1-[4-(perfluorotolyloxy)phenyl]-2-phenylbut-1-ene 
• 1028310-31-7 4-benzyloxy-4'-[(p-perfluorotolyl)oxy]benzophenone 
• 100-39-0 benzyl bromide 
• 611-99-4 4,4'-Dihydroxybenzophenone 
• 107-99-3 2-(dimethylamino)ethyl chloride 
• 440646-09-3 (E)-1-[4-(benzyloxy)phenyl]-1-(4-hydroxyphenyl)-2-phenylbut-1-ene 
• 185223-78-3 (E,Z)-1-[4-(benzyloxy)phenyl]-1-(4-hydroxyphenyl)-2-phenylbut-1-ene 
• 94972-95-9 4-hydroxy-4'-benzyloxybenzophenone 

Downstream Products

• 68047-06-3 Z-1-<4-(2-dimethylaminoethoxy)phenyl>-1-(4-hydroxyphenyl)-2-phenyl-1-butene 

Relevant academic research and scientific papers

Synthesis of (Z)-4-hydroxytamoxifen and (Z)-2-[4-[1-(p-hydroxyphenyl)-2-phenyl]-1-butenyl]phenoxyacetic acid

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 groups, and can be applied to the generation of a variety of 4-hydroxytamoxifen analogues.