Kapoor, M and Anand, N and Koul, S and Chimni, S S and Manhas, K S and Raina, C and Parshad, R and Taneja, S C and Qazi, G N (2003) Kinetic resolution of 1-chloro-3-(1-naphthyloxy)-2-propanol, an intermediate in the synthesis of beta-adrenergic receptor blockers. Bioorganic chemistry, 31 (3). pp. 259-69. ISSN 0045-2068

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Abstract

(R)- and (S)-1-chloro-3-(1-naphthyloxy)-2-propanol are intermediates in the synthesis of beta-adrenergic blocking agents and antihypertensive drugs such as propranolol and nadoxolol. Herein, improvement in the preparation of racemic 1-chloro-3-(1-naphthyloxy)-2-propanol generated from 1-naphthol and epichlorohydrin are reported. In addition, kinetic resolution studies have been conducted to obtain both (R) and (S)-1-chloro-3-(1-naphthyloxy)-2-propanol. These compounds were obtained in highly optically pure form by the stereoselective hydrolysis of its acyl derivatives using whole cell preparations containing enzymes from native sources. The results were compared with those obtained using commercial lipases.

Item Type: Article
Subjects: Chemical Sciences
Divisions: UNSPECIFIED
Depositing User: Mr. Amit Nargotra
Date Deposited: 28 Dec 2011 11:51
Last Modified: 28 Dec 2011 11:51
URI: http://iiim.csircentral.net/id/eprint/402

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