161024-54-0Relevant articles and documents
Enantioselective synthesis of (-)-(R) Silodosin by ultrasound-assisted diastereomeric crystallization
Barve, Indrajeet J.,Chen, Li-Hsun,Wei, Patrick C.P.,Hung, Jui-Te,Sun, Chung-Ming
, p. 2834 - 2843 (2013/04/10)
Enantioselective synthesis of clinically approved drug - Silodosin for the treatment of benign prostatic hyperplasia from the commercially available compounds 1-acetyl-5-(2-aminopropyl) indoline-7-carbonitrile A and 2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl methanesulfonate C is explored. Key step in the synthesis is chiral resolution of intermediate 1, which was achieved by a simple diastereomeric crystallization using (S)-(+)-mandelic acid assisted by ultrasonication. The present synthetic strategy has lesser number of steps and is vastly improved the overall yield in this short route towards target compound - Silodosin.