76579-58-3Relevant academic research and scientific papers
Substituted-vinyl hydroxytriarylethylenes, 1-[4-[2-(diethylamino)ethoxy]phenyl]-1-(4-hydroxyphenyl)-2-phenyl ethylenes: Synthesis and effects on MCF 7 breast cancer cell proliferation
Ruenitz,Bagley,Watts,Hall,Sutherland
, p. 2511 - 2519 (2007/10/02)
A series of triarylethylene compounds related to 4-hydroxyclomiphene in which the vinyl Cl substituent was replaced by ethyl, Br, H (7), CN or NO2 substituents were synthesized to facilitate studies of the molecular actions of synthetic nonster
The Use of the Perfluorotolyl Protecting Group in the Synthesis of Pure Z and E Isomers of 4-Hydroxytamoxifen -1-(4-hydroxyphenyl)-2-phenyl-1-butene>
McCague, Raymond
, p. 771 - 793 (2007/10/02)
The perfluorotolyl protecting group has been used in the synthesis of pure Z and E isomers of 4-hydroxytamoxifen (4a), a potent metabolite of the anticancer drug, tamoxifen (1a). 4-(Perfluorotolyloxy)phenyl magnesium bromide underwent addition to the carbonyl group of the easily prepared versatile ketone, 1--2-phenyl-1-butanone (7), without affecting the chloroethoxy group.Acid catalysed dehydration of the resulting carbinol gave a 1:1 mixture of isomeric ethers, (6a) and (6b), that were easily separated by chromatography and respectively converted to the Z (4a) and E (4b) isomers of 4-hydroxytamoxifen.The property of the perfluorotolyl function in enabling the separation of geometrical isomers is attributed to a combination of its lipophilicity and electron withdrawal.
