Zhou Meng-yu
2015
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Journal
Chinese Journal of Synthetic Chemistry
Abstract
A key intermediate,2,6-dimethyl-4-( m-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid-5-carboxylate( 4),was prepared by reaction of 3-hydroxy-propionitril with diketene,then reacted with m-nitrobenzaldehyde and methyl 3-aminocrotonate.( R)-4 was obtained by resolution of 4 using quinidine as the resolution agent. Barnidipine hydrochloride in total yield of 12. 7% was synthesized by esterification of( R)-4 with( S)-N-benzyl-3-hydroxy-pyrrolidine,then salifying. The structure was confirmed by1 H NMR,IR and ESI-MS.