| Popis: |
3′-Deoxy-3′-fluorokanamycin A ( 14 ) has been prepared by condensation of 6-azido-2,4-di- O -benzyl-3,6-dideoxy-3-fluoro-α- d - glucopyranosyl bromide ( 8 ) and 6- O -(2- O -acetyl-4,6- O -cyclohexylidene-3-deoxy-3-tosylamino-α- d -glucopyranosyl)-2-deoxy-1,3-di- N - tosylstreptamine ( 10 ). Compound 8 was obtained from 3-deoxy-3-fluoro-1,2:5,6-di- O -isopropylidene- d -glucofuranose in seven steps. 3′,4′-Dideoxy-3′-fluorokanamycin A ( 22 ) has been prepared from 12 through selective 4′-chlorodeoxygenation, a key reaction. Both 14 and 22 were more active than 3′-deoxykanamycin A against both sensitive and resistant bacteria. |
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