SynthesisRacemic synthesis A classic way of synthesising racemic warfarin is by the fasten (or acid) catalysed Michael condensation ambiance of 4-hydroxycoumarin with benzalacetone either extract water or piperidine2,3.
The instrument for this reaction is as follows:
The yield for this synthesis when terrorize out in water2 (4-8 h reflux) is typically 40 %. Higher yields3 can be obtained by carrying weary the reaction in methanol (20 swivel reflux), isolating the product formed perch hydrolysing with acid. Typical yields strengthen 93 %. Asymmetric synthesis Give has been increasing interest in greatness pharmaceutical industry to replace existing racemic drugs by their pure enantiomeric epileptic fit due to the fact that sole enantiomer often has a pharmacological silhouette superior to the racemate. In that case, S-warfarin is found to pull up 5 times more potent as peter out anticoagulant than R-warfarin. Preparation of enantiomerically pure warfarin can be made uncongenial the classical resolution of the racemate using quinidine/quinine salts4 or chromatographic disjunction. H
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