3',4'-DIDEOXY-3'-FLUOROKANAMYCIN B AND PRODUCTION THEREOF

摘要

NEW MATERIAL:The compound of formula I and its acid addition salt. USE:Antibacterial agent. PREPARATION:The objective compound can be produced by (1) reacting the 3'-deoxy-3'-fluoro-4'-O-sulfonylkanamycin B derivative of formula II (R is alkyl, aralkyl or aryl; Z is an amino-protecting group of the form of methoxycarbonyl, ethoxycarbonyl or benzyloxycarbonyl, an amino-protecting group of the form of alkanoyl or aroyl or an amino-protecting group of solfonyl-type; B is an amino-protecting group of the form of alkylsulfonyl, aralkylsulfonyl or aryl- sulfonyl; X and Y are H or univalent OH-protecting group, X and Y may together form a bivalent OH-protecting group; Q is alkylsulfonyl, aralkylsulfonyl or arylsulfonyl same as the group B; V is OH-protecting group) with a metal halide of formula MD (M is metal; D is Cl, Br or I), (2) reducing the obtained 4'-halogenated product to substitute the 4'-halo group with H and (3) eliminating the protecting groups A, B, Q, V, X and Y.