Enantioseparation by Dual-flow Countercurrent Extraction : Its Application to the Enantioseparation of (±)-Propranolol

概要

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Enantioseparation of (±)-propranolol has been demonstrated by countercurrent extraction with a two-phase system composed of a chloroform solution of didodecyl L-tartrate (100mM) and an acetate buffer (50mM, pH 4.4) containing boric acid (100mM). The free base of (±)-propranolol (1.6g) was dissolved in the aqueous phase and extracted five times by means of dual-flow countercurrent extraction. After an additional five extractions for recovery, the crude R-(+)- or S-(-)-form was obtained from the aqueous extracts or organic extracts, respectively. They were isolated as their hydrochloride salts with a purity of 89.8% ee (R-form, 385.7mg) and 88.3% ee (S-form, 429.5mg), respectively. They were purified to over 99% ee by recrystallizing twice from 1-propanol.
公益社団法人日本薬学会の論文
1996-08-15