Synthesis of 2-Acetamido-2-deoxy-D-gluconhydroximolactone- and Chitobionhydroximolactone-DerivedN-Phenylcarbamates, Potential Inhibitors of ?-N-Acetylglucosaminidase
| Autor: | Dora M. Rast, Andrea Vasella, Dieter Beer, Jean-Luc Maloisel |
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| Rok vydání: | 1990 |
| Předmět: |
chemistry.chemical_classification
biology Stereochemistry Organic Chemistry Aminoglycoside Disaccharide Oxime Biochemistry Catalysis Inorganic Chemistry chemistry.chemical_compound Phenylcarbamates chemistry Aldose Enzyme inhibitor N acetylglucosaminidase Drug Discovery biology.protein Physical and Theoretical Chemistry |
| Zdroj: | Helvetica Chimica Acta. 73:1918-1922 |
| ISSN: | 1522-2675 0018-019X |
| DOI: | 10.1002/hlca.19900730714 |
| Popis: | The N-phenylcarbamate 7, derived from 2-acetamido-2-deoxy-D-gluconhydroximo-1,5-lactone (3) and the analogous N-phenylcarbamate 14, derived from chitobionhydroximo-1,5-lactone (10) have been prepared as potential inhibitors of β-N-acetylglucosaminidases. The unambiguous synthesis of the hydroximo-1,5-lactone 3 involves oxidation of the oxime 1, followed by deprotection with Na/NH3. |
| Databáze: | OpenAIRE |
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