Synthesis and estrogen receptor binding of 6, 7-dihydro-8-phenyl-9-[4-[2-(dimethylamino) ethoxy] phenyl]-5H-benzocycloheptene, a nonisomerizable analog of …

R McCague, R Kuroda, G Leclercq…

Index: McCague; Kuroda; Leclercq; Stoessel Journal of Medicinal Chemistry, 1986 , vol. 29, # 10 p. 2053 - 2059

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Citation Number: 55

Abstract

Syntheses of the title compound (5), a novel nonisomerizable antiestrogen containing a seven-membered ring, are described. In one method, 6, 7-dihydro-9-(4-methoxyphenyl)-5H- benzocycloheptene was brominated at the 8-position and the bromine displaced by phenylzinc chloride with palladium complex catalysis to introduce the 8-phenyl substituent. Alternatively, benzosuberone was a phenylated with tricarbonyl (&fluorobenzene) ...