10-DIHYDRO-10-DESOXO-11-AZAERYTHRONOLIDE A DERIVATIVES OR PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF AND PROCESS FOR PREPARING SAME Russian patent published in 1994 - IPC

FIELD: medicine. SUBSTANCE: the product: 10-dihydro-10-desoxo-11-azaerythronolide A or pharmaceutically acceptable salts thereof of the formula: N(R₁)CH₂CH(CH₃)CH₂C(O)(CH₃)CH(OR₂)CH(CH₃)CH(OR₃)→ wherein R₁ is C₁-C₃ alkyl, C₁-C₃ alkanoyl; R₂, R₃ and R₄ are H, C₁-C₃ alkanoyl. Reagent 1: 10-dihydro-10-desoxo-11-azaerythromycin A. Reaction conditions: single stage hydrolysis in the presence of concentrated HCl and chloroform at reflux temperature for 16-48 hours, or two-stage hydrolysis first in the presence of dilute HCl at room temperature for 10-20 hours and then in the presence of a mixture of concentrated HCl and chloroform at reflux temperature to recover reagent 1 in which R₁ is C₁-C₃ alkyl; R₂, R₃ and R₄ are H, R₁ or when H₂ is H, hydrolysis is then carried out using an equimolar amount of HC(O)H and 4.77 mole excess of 98-100 % HCOOH in chloroform or acetone for 2-8 hours or using 10% mole excess of acetaldehyde or propionaldehyde in the presence of R₂ at a pressure of 20 bar in the presence of 5% Pd-on-carbon at 18-25 C for 2-10 hours to recover reagent 1 in which C₁-C₃ is R₂ alkyl; R₃, R₄ and H₂ are H or any of the resulting products is treated with C₁-C₃ aliphatic acid anhydride in pyridine at room temperature for 2 hours over a 7-day period to recover reagent 1 in which R₁ is C₁-C₃ alkyl or C₁-C₃ alkanoyl; R₂, R₃ and R₄ are H or C₁-C₃ alkanoyl. EFFECT: improved properties of the compounds. 3 cl, 1 tbl