Journal of the Chemical Society. Perkin transactions I p. 2137 - 2150 (1981)
Update date:2022-09-26
Topics:
Daniels, Peter J. L.
Luce, Charles E.
Mallams, Alan K.
Morton, James B.
Saluja, Surinderjit S.
at al.
Acidic hydrolysis of gentamicin C1 and C1a provides ready access to the pseudodisaccharides gentamine C1 and C1a respectively.Glycosylation of tetrakis-N-benzyloxycarbonylgentamine C1 and C1a using the Koenigs-Knorr or Lemieux-Nagabhushan reactions has led to the preparation of a series of novel 6-O-α- and -β-3-amino-3-deoxy- and 2-amino-2-deoxy-D-hexopyranosyl and hexofuranosyl analogues of the gentamicins.The 13C n.m.r. properties of representative compounds are described and the rotamer populations about the C-4-O and C-6-O glycosidic bonds are discussed.
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