PURPOSE: To prepare the titled compound useful as an antimicrobial agent, etc., economically, in an industrial scale, by reacting a specific 3'-O-sulfonylated kanamycin B protected derivative with a metal halide, reducing the 3'-halo group, and then eliminating the protecting group.
CONSTITUTION: A 3'-O-sulfonylated kanamycin B protectd derivative of formula I (R is hydrocarbon; Y is 1W6C alkylidene, etc. which acts as a bivalent PH-protecting group; Z is arylsulfonyl which acts as amino-protecting group) is made to react with a metal halide of formula MX (M is metal; X is Cl, Br or I) to obtain a 3'-halogenated product of formula II. The objective compound is prepared by reducing the compound of formula II to 3'-deoxykanamycin B protected derivative wherein the 3'-halo group is substituted by hydrogen, and if necessary, eliminating the remaining amino-protecting group and hydroxyl-protecting group from the product by conventional process.
UMEZAWA SUMIO
TSUCHIYA OSAMU
MIYAKE TOSHIAKI
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