(-)-Galantamine → 4'-O,N-dimethylnorbelladine

Participants

Reaction Steps

Barton and Kirby, J. Chem. Soc. (1962) 806, disclose the first synthetic route to (−)−galanthamine from racemic narwedine which had been prepared in very low yield from N-(3-hydroxy-4-methoxy-benzyl)-N-methyl-2-(4-hydroxyphenyl)-ethylamine. They found that (−)−narwedine crystallised preferentially when (+)−galanthamine or a mixture of (+)−galanthamine and (+)−epigalanthamine was present, and used this to resolve racemic narwedine.

Provenance & Evidence