Resolution by diastereomeric salts: Access to both enantiomers of racemic acid using the same enantiomer of resolving base.
Chirality
; 35(12): 1012-1018, 2023 Dec.
Article
em En
| MEDLINE
| ID: mdl-37497758
Racemic carboxylic acid, a Diels-Alder cycloadduct derived from 5-bromo-3-phenyl-α-pyrone and acrylate dienophile, was resolved into enantiomers by diastereomeric salt crystallization. Quinidine was used as a sole resolving base. The salt of (+)-acid crystallized from aqueous acetonitrile solution. Once this salt was separated by filtration, quinidine salt with (-)-acid crystallized from mother liquor. As a result, both enantiomers of Diels-Alder cycloadduct were isolated in high enantiomeric purity.
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01-internacional
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MEDLINE
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En
Ano de publicação:
2023
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Article