On the resolution of fenfluramine.
Resolution of fenfluramine with (+)-dibenzoyltartaric acid affords (+)-fenfluramine in contradiction of literature claims that (-)-fenfluramine is obtained by use of (+)-dibenzoyltartaric acid. The intermediate dibenzoyltartrate salt has been fully characterized and the absolute configuration of the enantiomers of fenfluramine has been confirmed to be as previously established. Use of (-)-dibenzoyltartaric acid, followed by use of (+)-dibenzoyltartaric acid is the preferred method for obtaining both fenfluramine enantiomers.
Morehead
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Chemistry and Life Sciences Unit, Research Triangle Institute, North Carolina 27709-2194, USA.
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Lewin
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Carroll
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D001067:Appetite Depressants / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D002855:Chromatography, Thin Layer; D005277:Fenfluramine / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D009904:Optical Rotation; D017367:Selective Serotonin Reuptake Inhibitors / Q000737:chemistry*; D013237:Stereoisomerism; D013644:Tartrates / Q000737:chemistry*
D001067:Appetite Depressants; D005277:Fenfluramine; D017367:Selective Serotonin Reuptake Inhibitors; D013644:Tartrates