ChEBI: (S)-warfarin sodium is an organic sodium salt having 2-oxo-3-[(1S)-3-oxo-1-phenylbutyl]-2H-1-benzopyran-4-olate as the counterion (the racemate is warfarin sodium, an anticoagulant drug and rodenticide). It contains a (S)-warfarin(1-). It is an enantiomer of a (R)-warfarin sodium.
The commercial production of warfarin sodium begins with the synthesis of warfarin acid, typically via an aldol condensation between 4-hydroxycoumarin and benzylideneacetone in the presence of a base like sodium. hydroxide. This reaction forms a key intermediate, which then undergoes cyclization under acidic conditions to yield warfarin. To convert warfarin acid into its sodium salt form, the compound is reacted in a polar organic solvent such as ethanol with a volatilizable base like sodium bicarbonate or sodium carbonate at low temperatures, minimizing decomposition.
