Determination of the Absolute Configuration of the Nabumetone Metabolite 4-(6-Methoxy-2-naphthyl)butan-2-ol Using the Chiral Derivatizing Agent, 1-Fluoroindan-1-carboxylic Acid
| Autor: | Masayuki Akimoto, Kaori Matsumoto, Yuta Kimura, Jyunichi Koyanagi, Tamiko Takahashi, Tomoyo Kamei, Tetsuya Hasegawa |
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| Rok vydání: | 2019 |
| Předmět: |
chemistry.chemical_classification
Magnetic Resonance Spectroscopy Molecular Structure Chemistry Carboxylic acid Metabolite Nabumetone Absolute configuration Diastereomer Carboxylic Acids Stereoisomerism General Chemistry General Medicine Fluorine-19 NMR Medicinal chemistry chemistry.chemical_compound Drug Discovery medicine Butanes Enantiomer Chiral derivatizing agent medicine.drug |
| Zdroj: | Chemicalpharmaceutical bulletin. 67(1) |
| ISSN: | 1347-5223 |
| Popis: | The absolute configuration of (+)-4-(6-methoxy-2-naphthyl)butan-2-ol ((+)-MNBO), a nabumetone metabolite, was determined using 1-fluoroindan-1-carboxylic acid (FICA). Both enantiomers of the FICA methyl esters were derivatized to diastereomeric esters of (+)-MNBO by an ester exchange reaction. The results of 1H- and 19F-NMR spectroscopy of the diastereomeric FICA esters of (+)-MNBO confirmed the absolute configuration of (+)-MNBO was (S). |
| Databáze: | OpenAIRE |
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