Article ; Online: Resolution by diastereomeric salts: Access to both enantiomers of racemic acid using the same enantiomer of resolving base.
2023 Volume 35, Issue 12, Page(s) 1012–1018
Abstract: 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 ... ...
Abstract | 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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Language | English |
Publishing date | 2023-07-27 |
Publishing country | United States |
Document type | Journal Article |
ZDB-ID | 1011639-4 |
ISSN | 1520-636X ; 0899-0042 |
ISSN (online) | 1520-636X |
ISSN | 0899-0042 |
DOI | 10.1002/chir.23615 |
Database | MEDical Literature Analysis and Retrieval System OnLINE |
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