Phase diagrams of diastereomeric pairs in inclusion resolution

Müller, Simona; Ariaans, G. J. A.; Kaptein, Bernard; Broxterman, Q. B.; Bruggink, Alle

doi:10.1016/j.tetasy.2005.07.006

Cited by 7 publications

(3 citation statements)

References 13 publications

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“…Others studied the phase diagrams of diastereomers in the case of 'inclusion resolution' using (S,S)-6 for the resolution of 11, and of trans-2-methylcylohexanol. 75 …”

Section: Diastereomeric Salt Formation In Two-phase Systemsmentioning

confidence: 99%

Strategies in optical resolution: a practical guide

Faigl

Fogassy

Nógrádi

et al. 2008

Tetrahedron: Asymmetry

158

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“…Others studied the phase diagrams of diastereomers in the case of 'inclusion resolution' using (S,S)-6 for the resolution of 11, and of trans-2-methylcylohexanol. 75 …”

Section: Diastereomeric Salt Formation In Two-phase Systemsmentioning

confidence: 99%

Strategies in optical resolution: a practical guide

Faigl

Fogassy

Nógrádi

et al. 2008

Tetrahedron: Asymmetry

158

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“…The data are available as supplementary material, Table S1. The change in the composition of the liquid phase reveals that the ternary system of (±)␥-schisandrin, (−)Sch B and ethanol involves solid solution, which is not uncommon among systems with diastereomeric pairs [11]. Since (−)Sch B is the primary product, the (−)Sch B side of the phase diagram was emphasized.…”

Section: Determination Of Ternary Isothermal Sle Phase Diagrammentioning

confidence: 99%

Separation and purification of (−)schisandrin B from schisandrin B stereoisomers

Luk

2008

Biochemical Engineering Journal

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“…Diastereomeric crystallization, termed also as the classical resolution method, is one of the most widely used techniques in the resolution of racemic mixtures. Due to the low price and the simplicity of standard equipment required for accomplishing the process, this method is considered straightforward, economical, and easy to perform on a large scale. − …”

Section: Introductionmentioning

confidence: 99%

Multistage Cross-Current and Countercurrent Flow Crystallization for Separation of Racemic 2-Methylbutanoic Acid

Olbrycht

Balawejder

Matuła

et al. 2014

Ind. Eng. Chem. Res.

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Diastereomeric crystallization has been used to separate the racemic mixture of enantiomers of 2-methylbutanoic acid. The enantiomers have been converted into a pair of diastereomeric salts using optically pure (R)-(+)-α-methylbenzylamine as a resolving agent. The mixture obtained formed a solid solution in the crystalline phase. The solution was further processed by multistage fractional crystallization where diastereomeric excess of the target derivative of (S)-(+)-2-methylbutanoic acid was generated in the solid phase. The process was realized in cross-current and countercurrent flow systems consisting of batch crystallizers. In both flow modes all streams were properly synchronized to enable direct connection of inlets and outlets of subsequent stages, i.e., without intermediate adjusting of the composition and volume of the solid and liquid phases. The flow sheets for both operation modes were determined by use of an optimization routine accounting for yield and purity of the product as the performance indicators. Additionally, a procedure for recycling of the postreaction mother liquor has been proposed, which was based on the synthesis of diastereomeric salts with pure (S)-(−)-α-methylbenzylamine.

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Phase diagrams of diastereomeric pairs in inclusion resolution

Cited by 7 publications

References 13 publications

Strategies in optical resolution: a practical guide

Strategies in optical resolution: a practical guide

Separation and purification of (−)schisandrin B from schisandrin B stereoisomers

Multistage Cross-Current and Countercurrent Flow Crystallization for Separation of Racemic 2-Methylbutanoic Acid

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