| abstract |
NEW MATERIAL:The titled derivative of formulaI[X is H, amino-protecting group; Y is H, hydroxyl-protecting group; dashed line represents the presence or absence of double bond] or its acid adduct. n EXAMPLE: 5,6-Dideoxyapramycin or its sulfate. n USE: Antibiotic: the compound has antibiotic activity several times as strong as apramycin and is used as a remedy or prophylactic for diseases infected by gram- posive and negative bacteria including resistant bacteria or as a microbicide for food products and instruments. n PREPARATION: Apramycin is protected in amino groups 1, 3, 2' 7' and 4" positions with 2W5C alkanoyl groups, then in hydroxyl groups of 5, 6 positions, subsequently in hydroxyl groups of 6', 2", 3" and 6" positions to give a compound of formula III. Then, the protecting groups in the 5 and 6 positions are removed by hydrolysis and the hydroxyls are sulfonylated, further sodium iodide and zinc dust are made to act for eliminating sulfonyl groups. the double bond between the 5 and 6 positions is reduced and the protecting groups for amino and hydroxyl groups is removed. n COPYRIGHT: (C)1982,JPO&Japio |