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classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07H15-224
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07H15-224
filingDate 1980-03-03-04:00^^<http://www.w3.org/2001/XMLSchema#date>
grantDate 1982-05-18-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_6e12f4481bf0c8af74593c4ed5ca311f
publicationDate 1982-05-18-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber US-4330673-A
titleOfInvention Process for producing 3-O-demethylaminoglycoside and novel 3-O-demethylfortimicin derivatives
abstract An improved process for producing 3-O-demethylfortimicins and other O-methyl-containing aminoglycoside antibiotics comprising the steps of reacting the fortimicin to be 3-O-demethylated with a borontrihalide and recovering the 3-O-demethylfortimicin from the reaction mixture. 3-O-Demethylfortimicin derivatives which can be prepared by this process include compounds represented by the formula: ##STR1## wherein: R 1 and R 2 are hydrogen or methyl with the limitation that one of either R 1 or R 2 must be hydrogen; R 3 is hydrogen or methyl; R 4 and R 11 are the same or different members of the group consisting of hydrogen, acyl, aminoacyl, diaminoacyl, N-loweralkylaminoacyl, N,N-diloweralkylaminoacyl, hydroxy-substituted aminoacyl, loweralkyl, aminoloweralkyl, diaminoloweralkyl, hydroxyloweralkyl, N-loweralkylaminoloweralkyl, N,N-diloweralkylaminoloweralkyl, N-loweralkylaminohydroxyloweralkyl and N,N-diloweralkylaminohydroxyloweralkyl; R 5 and R 6 are hydrogen or amino with the limitation that one of either R 5 and R 6 must be hydrogen; R 7 and R 8 are selected from the group consisting of either hydrogen, hydroxy, amino and chloro with the limitation that one of either R 7 or R 8 must be hydrogen; R 9 and R 10 are hydrogen or hydroxy with the limitation that one of either R 9 or R 10 must be hydrogen; and the pharmaceutically acceptable salts thereof. Compounds other than those wherein R 1 is hydrogen, R 2 is methyl, R 3 is hydrogen, R 5 is amino, R 8 is hydroxy and R 10 is hydroxy when R 4' -R 5' is saturated, are novel and are useful as antibiotics, antibacterial agents, and as intermediates for producing other useful fortimicin derivatives.
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priorityDate 1979-03-29-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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