NOVEL PROCESS FOR THE PRODUCTION OF TOBRAMYCIN OR 3'-DESOXY-KANAMYCIN B FROM A PROTECTED DERIVATIVE OF KANAMYCIN B, AND INTERMEDIATE PRODUCTS OBTAINED DURING THIS PROCESS

摘要

P According to this process, a penta-N-protected 3'-mono-O-alkyl-, aralkyl- or arylsulfonylated kanamycin B derivative is reacted in which the amino groups are 1,3,2 'and 3 "and optionally the amino group at 6 'was protected by an arylsulfonyl group and devilishly the tosyl group, the hydroxy group at 3' was alkyl-, aralkyl- or arylsulfonated, the hydroxy groups at 4 '' and 6 "were blocked with a bivalent hydroxyprotective group and optionally the 4 ′ hydroxy group and the 6 ′ amino group have been blocked by forming between them a 4 ′, 6 ′ cyclic carbamate with a metal halide of formula MX II in which M is a metal and particularly an alkali metal and X is iodine, chlorine or bromine, in an organic solvent, at a temperature between 50 and 150 degrees C, for a period of 30 minutes to 2 hours to obtain a halogenated derivative in 3 ', the halo group is reduced to 3' to replace it with hydrogen to obtain the corresponding 3'-deoxy compound kanamycin B which is then treated, if necessary, to cut the carbamate ring into 4 ', 6', then the residual amino-protecting and hydroxy-protecting groups are removed. /P