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  Separation of racemic bicalutamide by an optimized combination of continuous chromatography and selective crystallization

Kaemmerer, H., Horvath, Z., Lee, J. W., Kaspereit, M., Arnell, R., Hedberg, M. H., et al. (2012). Separation of racemic bicalutamide by an optimized combination of continuous chromatography and selective crystallization. Organic Process Research & Development, 16(2), 331-342. doi:10.1021/op200136z.

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Item Permalink: http://hdl.handle.net/11858/00-001M-0000-0013-89CF-F Version Permalink: http://hdl.handle.net/11858/00-001M-0000-0014-B344-5
Genre: Journal Article

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 Creators:
Kaemmerer, H.1, 2, Author              
Horvath, Z.1, Author              
Lee, J. W.1, Author              
Kaspereit, M.3, Author              
Arnell, R.4, Author
Hedberg, M. H.4, Author
Herschend, B.4, Author
Jones, M. J.4, Author
Larson, K.4, Author
Lorenz, H.1, Author              
Seidel-Morgenstern, A.1, 5, Author              
Affiliations:
1Physical and Chemical Foundations of Process Engineering, Max Planck Institute for Dynamics of Complex Technical Systems, Max Planck Society, ou_1738150              
2Evonik Industries AG, Hanau, Germany, persistent:22              
3Process Synthesis and Process Dynamics, Max Planck Institute for Dynamics of Complex Technical Systems, Max Planck Society, DE, ou_1738153              
4AstraZeneca R&D Södertälje,Pharmaceutical Development, 15185 Södertälje, Sweden, ou_persistent22              
5Otto-von-Guericke-Universität Magdeburg, External Organizations, ou_1738156              

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Free keywords: Enantiomer, Bicalutamide, Chiral separation, Coupled process, Crystallization, Chromatography
 Abstract: A racemic mixture of bicalutamide, a drug substance used in the treatment of prostate cancer, was separated by simulated moving bed chromatography with the objective of maximizing throughput at reduced outlet purity. The enriched extract stream was purified further by a crystallization process exploiting a shift in the eutectic composition. The optimal purity in between both process steps was identified. The separation scheme developed was validated on a scale of 600 g and the results were compared to the state-of-the art and discussed. The investigated scheme revealed a wide range of promising coupling conditions while showing superior productivities and enhanced process robustness. Copyright © 2011 American Chemical Society [accessed October 7th 2011]

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Language(s): eng - English
 Dates: 2012
 Publication Status: Published in print
 Pages: -
 Publishing info: -
 Table of Contents: -
 Rev. Method: Peer
 Identifiers: eDoc: 571886
DOI: 10.1021/op200136z
 Degree: -

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Title: Organic Process Research & Development
  Other : Org. Process Res. Dev.
Source Genre: Journal
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Affiliations:
Publ. Info: Washington, DC : American Chemical Society
Pages: - Volume / Issue: 16 (2) Sequence Number: - Start / End Page: 331 - 342 Identifier: Other: 1083-6160
CoNE: /journals/resource/1083-6160