A reliable and efficient synthesis of SR 142801
GAM Giardina, M Grugni, R Rigolio, M Vassallo…
Index: Giardina; Grugni, Mario; Rigolio, Roberto; Vassallo, Marco; Erhard, Karl; Farina, Carlo Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 19 p. 2307 - 2310
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Citation Number: 12
Abstract
A convenient synthesis of the potent human NK-3 receptor antagonist SR 142801,(S)-(+)-N- {{3-[1-benzoyl-3-(3, 4-dichlorophenyl) piperidin-3-yl] prop-1-yl}-4-phenylpiperidin-4-yl}-N- methylacetamide [(S)-(+)-(15)], is described. Improvements over the previously reported procedure are the preparation of the intermediate 5via the novel imide 3 and subsequent reaction with the nucleophile 14, which reacts, regioselectively, at the endocyclic nitrogen.
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