Dopamine agonists: effects of charged and uncharged analogs of dopamine

…, J Ares, K Anderson, B Sabol, RA Wallace…

Index: Chang; Ares; Anderson; Sabol; Wallace; Farooqui; Uretsky; Miller Journal of Medicinal Chemistry, 1987 , vol. 30, # 1 p. 214 - 218

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Citation Number: 14

Abstract

The synthesis of the sulfur analogues of dopamine is outlined in Scheme I. Treatment of commercially available 2-chloro-3', 4'-dihydroxyacetophenone (10) with methanethiol and potassium hydroxide generated keto sulfide 11, which upon reaction with lithium aluminum hydride yielded a mixture of hydroxy sulfide 12 and the fully reduced sulfide 3. Substitution of lithium aluminum hydride with sodium borohydride provided solely 12. This compound, ...