A novel asymmetric synthesis of cinacalcet hydrochloride

• Veera R. Arava,
• Laxminarasimhulu Gorentla and
• Pramod K. Dubey

Beilstein J. Org. Chem. 2012, 8, 1366–1373, doi:10.3762/bjoc.8.158

• Veera R. Arava Laxminarasimhulu Gorentla Pramod K. Dubey R&D Laboratory, Suven Life Sciences Ltd., Hyderabad, India Department of Chemistry, J. N. T. University, Hyderabad, India 10.3762/bjoc.8.158 Abstract A novel route to asymmetric synthesis of cinacalcet hydrochloride by the application of (R

• )-tert-butanesulfinamide and regioselective N-alkylation of the naphthyl ethyl sulfinamide intermediate is described. Keywords: asymmetric synthesis; (R)-tert-butanesulfinamide; cinacalcet hydrochloride; naphthyl ethyl sulfinamide; regioselective N-alkylation; Introduction Cinacalcet hydrochloride

• procedures for 1 (Scheme 7). Finally, hydrolysis of 7 dissolved in MTBE with conc. HCl at ambient temperature liberated the pure 1 (Scheme 8). Conclusion In summary, a novel stereoselective and short synthesis of (R)-cinacalcet hydrochloride by the application of (R)-tert-butanesulfinamide and regioselective