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ID:
609988.0,
MPI für Dynamik komplexer technischer Systeme / Physical and Chemical Foundations of Process Engineering |
Resolution of a Diasteromeric Salt of Citalopram by Multistage Crystallization |
Authors: | Balawejder, Maciej; Kiwala, Dawid; Lorenz, Heike; Seidel-Morgenstern, Andreas; Piatkowski, Wojciech; Antos, Dorota | Language: | English | Date of Publication (YYYY-MM-DD): | 2012 | Title of Journal: | Crystal Growth & Design | Volume: | 12 | Issue / Number: | 5 | Start Page: | 2557 | End Page: | 2566 | Review Status: | Peer-review | Audience: | Experts Only | Abstract / Description: | Multistage crystallization has been used for resolution of the racemic mixture of citalopram to obtain pure S-citalopram. The racemate was converted to a diasteromeric salt pair using (+)-O,O′-di-p-toluoyl-d-tartaric acid, (+)DTT, as a resolving agent. The obtained salts involved solid solutions almost within the entire range of the crystalline phase composition, which excluded the possibility of a single-stage resolution. Therefore, a multistep crystallization technique was employed that allowed enrichment of the racemate with the desired diastereomer in the liquid phase. Moreover, a procedure for restoring the 1:1 composition of the depleted solid phase has been developed. The procedure was based on formation of a diasteromeric salt pair with the opposite enantiomer of the resolving agent, i.e., (−)DTT.
Copyright © 2012 American Chemical Society | External Publication Status: | published | Document Type: | Article |
Communicated by: | Andreas Seidel-Morgenstern | Affiliations: | MPI für Dynamik komplexer technischer Systeme/Physical and Chemical Foundations of Process Engineering
| External Affiliations: | University of Rzeszów,
Chair of Chemistry and Food Toxicology,
Rzeszów, Poland
Otto-von-Guericke-Universität Magdeburg,
Institut für Verfahrenstechnik,
39106 Magdeburg, Germany
Rzeszów University of Technology,
Department of Chemical and Process Engineering,
Rzeszów, Poland
| Identifiers: | URL:http://dx.doi.org/10.1021/cg300166g | |
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