Separation of diastereoisomers of DuP 105, a novel oxazolidinone antibacterial agent, by supercritical fluid chromatography on a Chiralcel OD column.
Oxazolidinones are a novel class of synthetic, orally-active antibacterial agents. DuP 105, which is representative of this class of compounds, is synthesized as a racemic mixture of two diastereoisomers. To ensure lot-to-lot consistency, separation and quantitation of these diastereoisomers is essential. Separation by reverse phase LC has not been achieved. This paper presents a supercritical fluid chromatography method using a Chiralcel OD column to resolve these diastereoisomers. A retention mechanism is briefly elaborated, based on the effects of temperature, pressure, percent modifier and type of modifier on resolution.
Alasandro
M
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DuPont Merck Pharmaceutical Company, Wilmington, DE 19808-0353, USA.
D000433:1-Propanol / Q000737:chemistry; D000890:Anti-Infective Agents / Q000737:chemistry / Q000302:isolation & purification*; D002853:Chromatography, Liquid; D000432:Methanol / Q000737:chemistry; D010080:Oxazoles / Q000737:chemistry / Q000302:isolation & purification*; D011312:Pressure; D012015:Reference Standards; D012984:Software; D013237:Stereoisomerism; D013696:Temperature
D000890:Anti-Infective Agents; D010080:Oxazoles; C054753:4-methylsulfinylphenyloxooxazolidinylmethylacetamide; D000433:1-Propanol; D000432:Methanol