Synthesis of enantiomerically pure 4-aryl-3,4-dihydropyrimidin-2(1 H )-ones via enzymatic resolution: preparation of the antihypertensive agent ( R )-SQ 32926 †Synthesis and reactions of Biginelli compounds, part 20; for part 19, see: Kappe, C. O.; Shishkin, O. V.; Uray, G.; Verdino, P. Tetrahedron 2000, 56, 1859–1862. †
Autor: | Kurt Faber, Ulrike T. Strauss, Petra Verdino, C. Oliver Kappe, Barbara Schnell |
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Rok vydání: | 2000 |
Předmět: |
chemistry.chemical_classification
Circular dichroism Thermomyces lanuginosus Resolution (mass spectrometry) biology Stereochemistry Aryl Organic Chemistry Absolute configuration Catalysis Inorganic Chemistry chemistry.chemical_compound Enzyme chemistry Tetrahedron biology.protein Physical and Theoretical Chemistry Lipase |
Zdroj: | Tetrahedron: Asymmetry. 11:1449-1453 |
ISSN: | 0957-4166 |
DOI: | 10.1016/s0957-4166(00)00081-1 |
Popis: | A practical and short synthesis of the enantiomerically pure dihydropyrimidone antihypertensive agent (R)-SQ 32926 has been developed. The key step in the synthesis is the enzymatic resolution of an N3-acetoxymethyl-activated dihydropyrimidone precursor by Thermomyces lanuginosus lipase. The absolute configuration of (R)-SQ 32926 was confirmed by circular dichroism spectroscopy. |
Databáze: | OpenAIRE |
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