Synthetic Studies on l-Proline and (4R)-Hydroxy-l-proline Derivatives

Teresa González; Olga Abad; M. Carmen Santano; Cristina Minguillón

doi:10.1055/s-2004-822384

PAPER

Synthetic Studies on l-Proline and (4R)-Hydroxy-l-proline Derivatives

Teresa González^a, Olga Abad^a, M. Carmen Santano^a, Cristina Minguillón*^a,b
^a Laboratori de Química Farmacèutica, Facultat de Farmàcia, Universitat de Barcelona, Avda. Diagonal s/n, 08028 Barcelona, Spain
^b Institut de Recerca Biomèdica de Barcelona, -Parc Científic de Barcelona (IRBB-PCB), Josep Samitier 1-5, 08028 Barcelona, Spain
Fax: +34(93)4037104; e-Mail: cminguillon@pcb.ub.es;

Abstract

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Abstract

The preparation of a number of l-proline and (4R)-hydroxy-l-proline derivatives to assess their enantioselectivity when applied to several techniques and experimental conditions is described. All the derivatives prepared incorporated at least one 3,5-disubstituted aromatic ring that contained nitro, chloro or methyl groups and were obtained by classical methods. In spite of the difficulties that arise from the presence of rotational isomers in most cases, the compounds studied are fully described by their ¹H and ¹³C NMR spectra.

Key words

amino acids - enantiomeric resolution - chirality - l-proline derivatives - chiral selectors

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