Antibiotic kanamycin A deriv - ie 1-(L-(-)-gamma-amino-alpha-hydroxy-butyril)-kanamycine A, prepd. by selective substn of kanamycine A

摘要

Title cpd is prepd. from Kanamycine A by (a) acylating with 1 mole N-(benzyloxycarbonyloxy) succinimide; (b) Schiff base formation with pivalaldehyde, benzaldehyde or 4-nitro or 4-methoxybenaldehyde at reflux; (c) condensation with =1 mol. L-(-)-gamma-benzyloxycarbonylamino-alpha-hydroxybutanoic acid N-hydroxysuccinimide ester; and (d) reducing with H2/catalyst, pref. in aq. dioxan (1:1) contg. AcOH.