6"-deoxydibekacin, 4",6"-dideoxydibekacin and i-n- aminoacyl...

Details 6"-deoxydibekacin, 4",6"-dideoxydibekacin and i-n- aminoacyl... 6"-deoxydibekacin, 4",6"-dideoxydibekacin and i-n- aminoacyl...

C - Chemistry, Metallurgy

07

H

260/230.56

C07H 15/22 (2006.01)

Patent

CA 1175819

6"-DEOXYDIBEKACIN, 4"6"-DIDEOXYDIBEKACIN AND 1-N-AMINOACYL DERIVATIVES THEREOF,AND THE PRODUCTION OF THESE NEW COMPOUNDS ABSTRACT OF THE DISCIOSURE New compounds, 6"-deoxydibekacin, 4",6" dideoxy~ dibekacin, 1-N-(L4-amino-2-hydroxybutyryl)-6"-deoxy- dibekacin and 1-N-(L-4-amino-2-hydroxybutyryl)-4",6"- dideoxydibekacin are now produced semi-synthetically from dibekacin, i.e. 3',4'-dideoxykanamycin B. These four new compounds are each useful as an antibacterial agent. Production of 6"-deoxydibekacin or 4",6"-dideoxydibekacin is made by removal of the 6"-hydroxyl group or by removal of the 4"- and 6" hydroxyl groups from an amino-protected and hydroxyl~protected derivative of dibekacin. Production of 1-N-(L-4-amino-2-hydroxybutyryl)-6"-deoxydibekacin or -4",6"-dideoxydibekacin is made by acylating the 1-amino group of 6"-deoxydibekacin or 4",6"-dideoxydibekacin with the L-4-amino-2-hydroxybutyryl group, or alternatively by removal of the 6"-hydroxyl group or the 4"- and 6"-hydroxyl groups from a known compound, 1-N-(L-4-amino-2-hydroxy- butyryl)-dibekacin.

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