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January 10, 2008Angewandte Chemie International Edition

Structural Aspects of Nucleation Inhibitors for Diastereomeric Resolutions and the Relationship to Dutch Resolution

Michel Leeman Giuseppina Brasile Edith Gelens Ton R. Vries Bernard Kaptein Richard M. Kellogg

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Abstract

You say you want a resolution: Nucleation inhibitors for the resolution of diastereomers by selective crystallization have been designed and tested. The resolution of racemic 3-methoxyphenylethylamine was optimized with (S)-mandelic acid as the resolving agent (see scheme). Multifunctional inhibitors are particularly effective.

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Leeman et al. (2008) studied this question.

synapsesocial.com/papers/6aa015dfeb9e0b5f3f73023c https://doi.org/10.1002/anie.200704021

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Synapse has enriched 5 closely related papers on similar clinical questions. Consider them for comparative context:

1The Family Approach to the Resolution of RacematesOriginal Research · 1998 · 204 citations
2Prediction of Solid Solution Formation in a Family of Diastereomeric Salts. A Molecular Modeling StudyOriginal Research · 2003 · 36 citations
3The Role of Nucleation Inhibition in Optical Resolutions with Families of Resolving AgentsOriginal Research · 2002 · 64 citations
4The Dutch Resolution Variant of the Classical Resolution of Racemates by Formation of Diastereomeric Salts: Family Behaviour in Nucleation InhibitionOriginal Research · 2005 · 38 citations
5Resolution of conglomerates with the assistance of tailor-made impurities. Generality and mechanistic aspects of the "rule of reversal". A new method for assignment of absolute configurationOriginal Research · 1982 · 186 citations

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