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          Institute: MPI für Dynamik komplexer technischer Systeme     Collection: Physical and Chemical Foundations of Process Engineering     Display Documents



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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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