Kapoor, Munish and Anand, Naveen and Ahmad, Khursheed and Koul, Surrinder and Chimni, Swapandeep S. and Taneja, Subhash C. and Qazi, Ghulam N. (2005) Synthesis of β-adrenergic blockers (R)-(−)-nifenalol and (S)-(+)-sotalol via a highly efficient resolution of a bromohydrin precursor. Tetrahedron: Asymmetry, 16 (3). pp. 717-725. ISSN 09574166

PDF - Published Version Restricted to Registered users only Download (184Kb) | Request a copy

Abstract

Abstract—(R)- and (S)-2-bromo-1-(4-nitrophenyl)ethanol are precursors of important b-adrenergic receptor blocking drugs (R)-nifenalol and (S)-sotalol, respectively. Both were obtained in enantiomeric pure forms via a single highly efficient enzymatic transesterification reaction of (±)-2-bromo-1-(4-nitrophenyl)ethanol using immobilized lipase PS-C-II (E >1000; concn 200 g/L), while PS lipase completely failed to react. On the other hand, the hydrolytic method also produced enantiorich precursors though relatively less efficient (PS-C-II, E = 5.1). Out of all the approaches employed the transesterification method proved to be the most efficient.

Item Type:	Article
Subjects:	Chemical Sciences
Divisions:	UNSPECIFIED
Depositing User:	Mr. Amit Nargotra
Date Deposited:	03 Jan 2012 05:20
Last Modified:	03 Jan 2012 05:20
URI:	http://iiim.csircentral.net/id/eprint/356

Actions (login required)

View Item