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Analysis and Comparison of Commonly Used Acidic Resolving Agents in Diastereomeric Salt Resolution – Examples for DL-Serine

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http://pubman.mpdl.mpg.de/cone/persons/resource/persons86485

Sistla,  V. S.
Physical and Chemical Foundations of Process Engineering, Max Planck Institute for Dynamics of Complex Technical Systems, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons86383

von Langermann,  J.
Physical and Chemical Foundations of Process Engineering, Max Planck Institute for Dynamics of Complex Technical Systems, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons86390

Lorenz,  H.
Physical and Chemical Foundations of Process Engineering, Max Planck Institute for Dynamics of Complex Technical Systems, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons86477

Seidel-Morgenstern,  A.
Physical and Chemical Foundations of Process Engineering, Max Planck Institute for Dynamics of Complex Technical Systems, Max Planck Society;
Otto-von-Guericke-Universität Magdeburg, External Organizations;

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Citation

Sistla, V. S., von Langermann, J., Lorenz, H., & Seidel-Morgenstern, A. (2011). Analysis and Comparison of Commonly Used Acidic Resolving Agents in Diastereomeric Salt Resolution – Examples for DL-Serine. Crystal Growth & Design, 11(9), 3761-3768. doi:10.1021/cg2001128.


Cite as: http://hdl.handle.net/11858/00-001M-0000-0013-8DCB-A
Abstract
Diastereomeric salt resolution is still the most relevant technique in chiral resolution processes, e.g. for pharmaceutical relevant substances. For this purpose the choice of a suitable corresponding resolving agent is very important in respect of optimal yield, chemical purity and diastereomeric excess. Thus the solid phase behavior of diastereomeric salts is a crucial parameter and should be investigated prior to any resolution experiment. Within this contribution 3 commonly used acid resolving agents, 2,3-dibenzoyl-L-tartaric acid, L-(+)-mandelic acid, and L-(+)-tartaric acid, are compared for the resolution of the model compound DL-serine. The behavior of each diastereomeric salt pair was analyzed experimentally and is discussed with the help of phase diagrams. Copyright © 2011 American Chemical Society [accessed July 27th 2011]