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  Resolution of a Diasteromeric Salt of Citalopram by Multistage Crystallization

Balawejder, M., Kiwala, D., Lorenz, H., Seidel-Morgenstern, A., Piatkowski, W., & Antos, D. (2012). Resolution of a Diasteromeric Salt of Citalopram by Multistage Crystallization. Crystal Growth & Design, 12(5), 2557-2566. doi:10.1021/cg300166g.

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 Creators:
Balawejder, Maciej1, Author
Kiwala, Dawid2, Author              
Lorenz, Heike3, Author              
Seidel-Morgenstern, Andreas3, 4, Author              
Piatkowski, Wojciech2, Author
Antos, Dorota2, Author              
Affiliations:
1University of Rzeszów,Chair of Chemistry and Food Toxicology,Rzeszów, Poland, ou_persistent22              
2Rzeszow Univ Technol, Rzeszow, Poland, ou_persistent22              
3Physical and Chemical Foundations of Process Engineering, Max Planck Institute for Dynamics of Complex Technical Systems, Max Planck Society, ou_1738150              
4Otto-von-Guericke-Universität Magdeburg, External Organizations, ou_1738156              

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 Abstract: 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

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Language(s): eng - English
 Dates: 2012
 Publication Status: Published in print
 Pages: -
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 Table of Contents: -
 Rev. Type: Peer
 Identifiers: eDoc: 609988
DOI: 10.1021/cg300166g
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Title: Crystal Growth & Design
Source Genre: Journal
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Publ. Info: Washington, DC : American Chemical Society
Pages: - Volume / Issue: 12 (5) Sequence Number: - Start / End Page: 2557 - 2566 Identifier: ISSN: 1528-7483
CoNE: https://pure.mpg.de/cone/journals/resource/110978984570353