Synthesis of racemic and chiral Carvedilol starting from corresponding 5-(chloromethyl) oxazolidin-2-one

…, K Srinivas, G Madhusudhan, K Mukkanti

Index: Anand Kumar; Veera Babu; Rao, Rama Koteshwar; Srinivas, Kumbam; Madhusudhan; Mukkanti Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2012 , vol. 51, # 9 p. 1430 - 1435

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Abstract

Abstract: The synthesis of racemic Carvedilol ((±)-1) has been achieved starting from 2- (chloromethyl) oxirane ((±)-2) in a four-step sequence. 5-(Chloromethyl) oxazolidin-2-one ((±)-3) and 5-((9H-carbazol-4-yloxy) methyl) oxazolidin-2-one ((±)-4) are intermediates. A similar sequence starting from (R)-or (S)-2-(chloromethyl) oxirane 2 give corresponding chiral 5-((9H-carbazol-4-yloxy) methyl) oxazolidin-2-one 4 followed by chiral Carvedilol 1. ...