Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1224713 | Journal of Pharmaceutical and Biomedical Analysis | 2006 | 9 Pages |
Abstract
A direct preparative purification of all four isomers of the unnatural amino acid β-methylphenylalanine was achieved using supercritical fluid chromatography (SFC) with stacked-injection. Final purification of the Cbz-methyl ester derived isomers was performed on a Daicel Chiralpak AD-H column (20 mm × 250 mm), using 50:50 methanol/ethanol as the organic modifier and resulted in purification of over 3.4 g of material in 6.25 h with >90% total recovery. The absolute stereochemical assignment of the purified amino acids was determined through a combination of chiral HPLC, NMR and optical rotation studies. To our knowledge, this is the first reported preparative approach that has yielded all four compounds in a single chromatographic run.
Keywords
Related Topics
Physical Sciences and Engineering
Chemistry
Analytical Chemistry
Authors
Lisa M. Nogle, Charles W. Mann, William L. Watts Jr., Yingru Zhang,