Details

Autor(en) / Beteiligte

• Kapoor, M
• Anand, N
• Koul, S
• Chimni, S.S
• Manhas, K.S
• Raina, C
• Parshad, R
• Taneja, S.C
• Qazi, G.N

Titel

Kinetic resolution of 1-chloro-3-(1-naphthyloxy)-2-propanol, an intermediate in the synthesis of β-adrenergic receptor blockers

Ist Teil von

• Bioorganic chemistry, 2003-06, Vol.31 (3), p.259-269

Ort / Verlag

United States: Elsevier Inc

Erscheinungsjahr

2003

Quelle

Elsevier ScienceDirect Journals

Beschreibungen/Notizen

• ( R)- and ( S)-1-chloro-3-(1-naphthyloxy)-2-propanol are intermediates in the synthesis of β-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.