Resolution of tert-butyl-1-(2-methyinaphthyl)phosphine oxide using selectors identified from a chemical combinatorial library.
Resolution of racemic tert-butyl-1-(2-methylnaphthyl)-phosphine oxide 1, a chiral phosphorus compound, was achieved using selectors developed from a small peptide library. Separation factors as high as 3.2 were observed. The library consists of 81 peptide-based potential chiral selectors on polymeric synthesis resins. The linker needed to immobilize the identified chiral selectors onto silica gel proved important in the chiral separation; a longer linker provided a significantly higher separation factor in this study.
Blodgett
Jordan
J
Department of Chemistry, Vanderbilt University, Nashville, Tennessee 37235-1822, USA.
Wang
Yan
Y
Li
Tingyu
T
Polavarapu
Prasad L
PL
Drabowicz
Jozef
J
Pietrusiewicz
K Michal
KM
Zygo
Krystyna
K
D002851:Chromatography, High Pressure Liquid; D020650:Combinatorial Chemistry Techniques; D004151:Dipeptides / Q000032:analysis; D007202:Indicators and Reagents; D008968:Molecular Conformation; D009281:Naphthalenes / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000737:chemistry*; D019151:Peptide Library; D012997:Solvents; D013237:Stereoisomerism
D004151:Dipeptides; D007202:Indicators and Reagents; D009281:Naphthalenes; D009943:Organophosphorus Compounds; D019151:Peptide Library; D012997:Solvents; C468510:tert-butyl-1-(2-methylnaphthyl)phosphine oxide