Artículos de revistas
Continuous Chromatographic Separation Of A Baclofen Precursor (n-boc-4-[p-chloro-phenyl]-2-pyrrolidone) In A Simulated Moving Bed Using A Polysaccharide Carbamate As Chiral Stationary Phase
Registro en:
Journal Of Chromatography A. , v. 1119, n. 01/02/15, p. 156 - 162, 2006.
219673
10.1016/j.chroma.2006.01.003
2-s2.0-33744831758
Autor
de Veredas V.
Carpes M.J.S.
Correia C.R.D.
Santana C.C.
Institución
Resumen
Liquid chromatography is known as one of the most flexible, efficient and cost-effective methods to resolve racemic mixture in order to attend the growing demand of the pharmaceutical industry for pure enantiomeric compounds. Cellulose tris(3,5-dimethylphenylcarbamate) is frequently used as a stationary phase for enantiomeric separations because of its attractive properties, including high enantioselectivity, high loading capacity and good mechanical stability. In this study, we investigated the usefulness of cellulose tris(3,5-dimethylphenylcarbamate) as the stationary phase and of ethanol and hexane mixtures as the mobile phases for the chromatographic separation of potential pharmaceutical intermediates. Using adsorption equilibrium data, we determined the optimal operational conditions for the separation of the N-Boc-4-[p-chloro-phenyl]-2-pyrrolidone enantiomers - a baclofen precursor - in a semi-preparative scale simulated moving bed unit. This unit was used to obtain high purity enantiomers on a scale of 1 g/day. The outlet streams were analyzed by an on-line system that consisted of a UV-vis spectrophotometric unit, a polarimeter, and HPLC. Enantiomeric purities of up to 97% were obtained for the raffinate stream and up to 90% for the extract stream. © 2006 Elsevier B.V. All rights reserved. 1119 01/02/15 156 162 McCoy, M., (2000) Chem. Eng. News, 78, p. 1 Schulte, M., Strube, J., (2001) J. Chromatogr. A, 906, p. 399 Juza, M., Mazzotti, M., Morbidelli, M., (2000) Trends Biotech., 18, p. 108 Carpes, M.J.S., Correia, C.R.D., (2002) Tetrahedron Lett., 43, p. 741 Okamoto, Y., Kawashima, M., Hatada, K., (1984) J. Am. Chem. Soc., 106, p. 5357 Zhang, T., Francotte, E., (1995) Chirality, 7, p. 425 Yashima, E., (2001) J. Chromatogr. A, 906, p. 105 Cass, Q.B., Bassi, A.L., Matlin, S.A., (1996) Chirality, 8, p. 131 Pedeferri, M.P., Zenoni, G., Mazzotti, M., Morbidelli, M., (1999) Chem. Eng. Sci., 54, p. 3735 James, F., Sepúlveda, M., Charton, F., Quiñones, I., Guiochon, G., (1999) Chem. Eng. Sci., 54, p. 1677 Guiochon, G., Shirazi, S.G., Katti, A.M., (1994) Fundamentals of Preparative and Nonlinear Chromatography, , Academic Press, Boston, MA Mazzotti, M., Storti, G., Morbidelli, M., (1997) J. Chromatogr. A, 769, p. 3