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  Selective crystallisation of a chiral compound-forming system - Solvent screening, SLE determination and process design

Kaemmerer, H., Jones, M. J., Lorenz, H., & Seidel-Morgenstern, A. (2010). Selective crystallisation of a chiral compound-forming system - Solvent screening, SLE determination and process design. Fluid Phase Equilibria, 296(2), 192-205. doi:10.1016/j.fluid.2010.05.002.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-0013-908D-A Version Permalink: https://hdl.handle.net/11858/00-001M-0000-0027-8305-E
Genre: Journal Article

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 Creators:
Kaemmerer, H.1, Author           
Jones, M. J.2, Author
Lorenz, H.3, Author           
Seidel-Morgenstern, A.1, 3, Author           
Affiliations:
1Otto-von-Guericke-Universität Magdeburg, External Organizations, ou_1738156              
2AstraZeneca R&D SödertäljeProcess Engineering15185 Södertälje, Sweden, ou_persistent22              
3Physical and Chemical Foundations of Process Engineering, Max Planck Institute for Dynamics of Complex Technical Systems, Max Planck Society, ou_1738150              

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Free keywords: Chiral; Enantiomer; Crystallisation; Separation; COSMO-SAC; NRTL; Eutectic composition
 Abstract: A newly developed crystallisation scheme produces single enantiomers from asymmetric mixtures of stereoisomers. The process was modified, adapted and evaluated on bicalutamide, the active pharmaceutical ingredient of the drug Casodex™. A comprehensive solvent/antisolvent screening was carried out based on the COSMO-SAC model and a solvent database of 1432 compounds. Ternary and quaternary phase diagrams of the enantiomers and promising solvent candidates were derived and compared to experimental data. Solid–liquid equilibrium (SLE) model based chiral separation of bicalutamide enantiomers was conducted and the process performance was evaluated in terms of yield and product purity. A concept for internal recycling of process streams enhances the overall yield. Copyright © 2010 Elsevier B.V. All rights reserved. [accessed August 27, 2010]

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Language(s): eng - English
 Dates: 2010
 Publication Status: Issued
 Pages: -
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: eDoc: 448502
Other: 31/10
DOI: 10.1016/j.fluid.2010.05.002
DOI: 10.1016/j.fluid.2011.04.018
 Degree: -

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Title: Fluid Phase Equilibria
  Other : Fluid Phase Equilib.
Source Genre: Journal
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Publ. Info: -
Pages: - Volume / Issue: 296 (2) Sequence Number: - Start / End Page: 192 - 205 Identifier: ISSN: 0378-3812
CoNE: https://pure.mpg.de/cone/journals/resource/954925526830