摘要 |
<p>Prepn of (thio)amides of N-oligosaccharides of formula (I): R1-N(Z)-(CR3=CR4)n-C(X)-R2 (where Z = free or protected oligosaccharide, pref. bonded to N via a beta-glucosidic link, X = O or S, n = 0 or 1, R1, R2 = organic residues or R1 and R2 together form a ring, R3 and R4 = H, alkyl, alkoxycarbonyl, alkylamincarbonyl or COOH or R3 and R4 may together form 1 of A, 1 = N; A, 2 =N; A, 1=N, 3=N; A, 1=N 4=N; A 1=N, 2=N; A, 2=N, 3=N; B, 1=NH, 3=N; B, 3=N; B, 2=N; B, 1=S, 3=N; B, 1=S; B, 1=NH; B, 1=NH, 2=N, which may also be substd. and/or hydrogenated). is by reacting a 1-O-acyl, 1-O-alkyl or 1-halo deriv. of a protected oligosaccharide with a cpd. of formula (II): R1-N=(CR3-CR4)n=C(XY)-R2 (Y=alkyl or trialkylsilyl, pref. Me3Si) in the presence of a Lewis acid to give (I) and opt. removing the protecting gps.</p> |