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Stereoselective Reduction of Amino Ketone with Sodium Borohydride in the Presence of Metal Chloride. A Simple Pathway to S-Propranolol

Authors: R. Inkum, A. Teerawutgulrag, P. Puangsombat, N. Rakariyatham

Abstract:

Propranolol is worldwide hypertension drug that is active in S-isomer. Patients must use this drug throughout their lives, and this action employsa significant level of expenditure. A simpler synthesis and lower cost can reduce the price for the patient. A sis pathway of S-propranolol starting from protection of (R,S)-propranolol with di-t-butyldicarbonate and then the product is oxidized with pyridiniumchlorochromate. The selective reduction of ketone occurrs with sodiumborohydride in the presence of metal chloride provided S-propranolol.

Keywords: S-propranolol, selective reduction, sodium borohydride, metal chloride

Digital Object Identifier (DOI): doi.org/10.5281/zenodo.1079292

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