DERIVATIVES OF ERYTHROMYCIN, METHOD OF THEIR SYNTHESIS AND INTERMEDIATE COMPOUNDS, PHARMACEUTICAL COMPOSITION SHOWING ANTIBIOTIC ACTIVITY Russian patent published in 1997 - IPC

FIELD: organic chemistry, antibiotics. SUBSTANCE: product: derivatives of erythromycin of the formula (I): $$$ where X and $$$ together with C-atom form group $$$ or $$$=NOR where R - H, $$$-alkyl, $$$-alkenyl possibly substituted with halogen, alkoxy-$$$-phenyl, phenylalkyl-$$$, phenylalkoxyl-$$$ being each of these substituents can contain the following substituents: alkoxy-$$$, amino-, monoalkyl-$$$-amino, dialkyl-$$$-amino, phenyl, phenyl-$$$-alkyl, alkyl-$$$, carbamoyl, aminomethyl, dimethylaminomethyl, aminoethyl, dimethylaminoethyl, methylhydroxycarbonyl, ethylhydroxycarbonyl, or group $$$ where $$$ and $$$ - H, alkyl-$$$-phenyl, phenyl-$$$-alkyl being each of $$$ and $$$ can be substituted with alkoxy-, amino-, monoalkylamino, $$$-carboxy-group as nontoxic salt, lower acyl; Y and $$$ - each has value X and $$$; $$$ - $$$-alkyl; $$$ - H, $$$ or $$$; B - H or $$$ where $$$ - H or forms carbonate with A; Z - H or acyl-$$$. Product is synthesized by acid hydrolysis of the corresponding diglycoside followed by oxidation of 3-hydroxy-group and insertion of radical $$$ that is liberated from the protective group. Hydroxyamination and salt preparing can be carried out also nonobligatory. The synthesized compounds were used as drugs. EFFECT: improved method of synthesis. 24 cl, 1 tbl, 5 dwg