Novel compounds of the gentamicin class

Details Novel compounds of the gentamicin class Novel compounds of the gentamicin class

1981-06-08

1983-10-25

Gantz, Delbert R.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carbohydrates or derivatives

435869, C07G 1100, C12R 131, C07H 1526

Patent

active

044120680

ABSTRACT:
5-Deoxygentamicin C.sub.2b and 6'-N-methyl-2-hydroxy- and 6'-N-methyl-5-deoxygentamicins C.sub.2b are prepared, as the major fermentation products, by culturing a nutrient medium containing carbohydrates, a source of assimilable nitrogen, essential salts and either D-streptamine or 2,5-dideoxystreptamine with a mutant of Micromonospora purpurea and isolating the fermentation products from the nutrient medium. The fermentation products are acylated with an ester of an .omega.-[N-(benzyloxycarbonyl)amino]-.alpha.-hydroxy-lower-alkanoic acid after first blocking the primary amino group at the 2'-position with an amine-protecting group, followed by catalytic hydrogenolysis of the benzyloxycarbonyl group and removal of the amine-protecting group to prepare the 1-(.omega.-amino-.alpha.-hydroxy-lower-alkanoyl) derivatives.

REFERENCES:
patent: 3091572 (1963-05-01), Luedemann et al.
patent: 3136704 (1964-06-01), Charney
patent: 3972930 (1976-08-01), Daum
patent: 3982996 (1976-09-01), Daum
patent: 3984395 (1976-10-01), Daniels et al.
patent: 4044123 (1977-08-01), Daniels et al.
patent: 4049498 (1977-09-01), Weinstein et al.
patent: 4117221 (1978-09-01), Daniels
patent: 4279997 (1981-07-01), Oka et al.

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