title: A general method for the separation of triphenylphosphine oxide and reaction products using high performance countercurrent chromatography.
abstract: A standardised separation methodology was developed for the purification of crude reaction mixtures containing triphenylphosphine oxide (TPPO) using high performance countercurrent chromatography (HPCCC). A solvent system consisting of hexane/ethyl acetate/methanol/water (5:6:5:6) was used in 1 column volume elution-extrusion mode. The HPCCC methodology was compared with classical RP HPLC purification using a set of 12 representative Mitsunobu reaction mixtures. HPCCC was seen to yield a 65% increase in the average recovery of the target component whilst providing similar final target purities to those obtained by HPLC. By eliminating the need for method development for individual samples, the HPCCC methodology described within provides a simple and efficient means for the purification of the entire family of TPPO-containing reaction products.
authors.affiliation: Dynamic Extractions, Ltd., 890 Plymouth Road, Slough, Berkshire, UK. Electronic address: neil.edwards@dynamicextractions.com.
authors.forename: Neil A
authors.initials: NA
authors.lastname: Edwards
authors.affiliation: GlaxoSmithKline, Gunnels Wood Road, Stevenage, Herts, UK.
authors.forename: Gail
authors.initials: G
authors.lastname: Fisher
authors.affiliation: Dynamic Extractions, Inc., 11 Deer Park Drive, Suite 200, Monmouth Junction, NJ 08852, USA.
authors.forename: Guy H
authors.initials: GH
authors.lastname: Harris
authors.affiliation: University of Strathclyde, Thomas Graham Building, 295 Cathedral Street, Glasgow G1 1XL, UK.
authors.forename: Nikki
authors.initials: N
authors.lastname: Kellichan
mesh_terms: D002851:Chromatography, High Pressure Liquid; D003377:Countercurrent Distribution / Q000379:methods*; D004340:Drug Contamination / Q000517:prevention & control; D009943:Organophosphorus Compounds / Q000737:chemistry* / Q000302:isolation & purification*; D012997:Solvents / Q000737:chemistry
chemical_list: D009943:Organophosphorus Compounds; D012997:Solvents; C063888:triphenylphosphine oxide
keywords: Countercurrent chromatography; Impurity removal; Mitsunobu reaction; Preparative chromatography; Reverse phase liquid chromatography; Triphenylphosphine oxide