The structure of acetomycin. Spectroscopic characterization and X-ray analysis of a bromo derivative
Autor: | Ernst Egert, Axel Zeeck, William Clegg, Heinrich Peter, Hermann Uhr, Hermann Fuhrer |
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Rok vydání: | 1985 |
Předmět: |
Pharmacology
Magnetic Resonance Spectroscopy Sodium cyanoborohydride Stereochemistry Circular Dichroism Diastereomer Absolute configuration Molecular Conformation Crystal structure Spectral line Anti-Bacterial Agents chemistry.chemical_compound Crystallography chemistry X-Ray Diffraction Drug Discovery Side chain Molecule Furans Derivative (chemistry) |
Zdroj: | The Journal of antibiotics. 38(12) |
ISSN: | 0021-8820 |
Popis: | Acetomycin (1a), known since 1958, has been further characterized by NMR and CD spectra. The β-acetyl side chain of 1a is reduced selectively by sodium cyanoborohydride yielding the diastereomeric alcohols 2a and 3a, which were esterified to the crystalline bromoacetates 2c and 3c. The structure and absolute configuration of 3c was determined by X-ray analysis. From these data the absolute configuration of 1a followed as 3S, 4S, 5R. |
Databáze: | OpenAIRE |
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