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Chirality. 2002 May 05;14(4):313-7. doi: 10.1002/chir.10042.

Preparative resolution of the enantiomers of tert-leucine derivatives by simulated moving bed chromatography.

Chirality

Eric Francotte, Thomas Leutert, Luiggi La Vecchia, Flavio Ossola, Paul Richert, Alfred Schmidt

Affiliations

  1. Central Technologies, Novartis Pharma AG, Basel, Switzerland. [email protected]

PMID: 11968071 DOI: 10.1002/chir.10042

Abstract

The enantiomers of two different derivatives of tert-leucine were separated by continuous chromatography on chiral stationary phases applying the simulated moving bed technique. About 1 kg of racemic N-carbobenzoxy-tert-leucine was resolved on the cellulose-based phase Chiralcel OD using a mixture of heptane/ethanol and 0.1% of trifluoroacetic acid modifier as the mobile phase, while 520 g of the N-Boc-tert-leucine-benzylester was resolved on the amylose-based phase Chiralpak AD with a mixture of heptane/2-propanol as the mobile phase. In both instances the corresponding enantiomers were obtained in high yield and high optical purity.

Copyright 2002 Wiley-Liss, Inc.

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