4-Aryl-3-(dimethylaminomethyl) thiacyclohexan-4-ols including the thia analogue of tramadol; Synthesis and analgetic activity

J Urban, E Svátek, M Ryska, J Metyš…

Index: Urban, Jiri; Svatek, Emil; Ryska, Miroslav; Metys, Jan; Wildt, Stanislav; Protiva, Miroslav Collection of Czechoslovak Chemical Communications, 1987 , vol. 52, # 5 p. 1340 - 1351

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Abstract

Abstract Mannich reaction of thiacyclohexan-4-one with dimethylamine and paraformaldehyde afforded 3-(dimethylaminomethyl) thiacyclohexan-4-one (XIV) which was subjected to reactions with a series of arylmagnesium bromides. The products were mixtures of trans-and cis-amino alcohols III-XII from which the predominating trans-components were mostly obtained by crystallization of hydrochlorides or chromatography of bases. The ...