Chemoenzymatic synthesis of (S) and (R)-propranolol and sotalol employing one-pot lipase resolution protocol

A Kamal, M Sandbhor, AA Shaik

Index: Kamal, Ahmed; Sandbhor, Mahendra; Ali Shaik, Ahmad Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 17 p. 4581 - 4583

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Citation Number: 30

Abstract

Synthesis of both enantiomers of biologically active propranolol and sotalol has been achieved in high optical purity by one-pot reduction of 3 and 7 followed by in situ lipase resolution of the respective chlorohydrins. Pseudomonas cepacia lipase immobilized on ceramic particles (PS-C) provided the chlorohydrin and acetate, which on nucleophilic substitution with isopropyl amine afforded the target amino alcohols in high ...