C - Chemistry – Metallurgy – 07 – H
Patent
C - Chemistry, Metallurgy
07
H
167/185, 260/230
C07H 15/226 (2006.01) A61K 31/70 (2006.01) C07H 15/22 (2006.01) C07H 15/234 (2006.01) C07H 15/236 (2006.01)
Patent
CA 1271744
ABSTRACT OF THE DISCLOSURE N-Substituted derivatives of aminoglycosides are prepared by (a) complexing an aminoglycoside with divalent metal ion selected from the group consisting of the cations of Fe, CO, Ni, Cu, Pd, Ag and Pt to form a protected species having at least one amino group bound as a metal ion chelate and at least one unbound amino group, (b) reacting the protected species with an N-acylating reagent selected from the group consisting of carboxylic and sulfonic acid anhydrides, halides and active esters to acylate at least one unbound amino group, and (c) removing the amino-protecting chelate groups. Among the aminoglycosides useful are kanamycin A, kanamycin B, kanamycin C, sisomicin, gentamicin B, tobramycin, ribostamycin, butirosin A, butirosin B, neomycin B, paromomycin I, lividomycin A and lividomycin B. The N-substituted derivatives possess utility as antibiotics or as intermediates in the preparation of aminoglycoside antibiotics.
297395
Hanessian Stephen
Mcfadden Fincham
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