L. Jian-qi
2008
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Journal
Chinese Journal of Pharmaceuticals
Abstract
DOV21947, an antidepressant was synthesized from (S)-(+)-chloromethyl oxirane(9) with (3,4-dichlorophenyl)-acetonitrile, followed by hydrolysis and lactonization to form (1R,5S)-1-(3,4-dichlorophenyl)-3-oxabicyclo[3.1.0]hexan-2-one, which was converted into the lactam with ammonium hydroxide under microwave radiation, and then subjected to borane reduction and salt formation with an overall yield of about 35%(based on compound 9).