The hydrophobic alkyl chain-containing tetrasaccharide, dodecyl beta-D-gala
ctopyranosyl-(1 --> 6)-beta-D-galactopyranosyl-(1 --> 6)-[alpha-L-arabinofu
ranosyl-(1 --> 2)]-beta-D-galactopyranoside, was synthesized efficiently us
ing a convergent strategy. In coupling reactions, protected trichloroacetim
idates proved to be better donors than their corresponding bromides in the
preparation of the dodecyl disaccharide and trisaccharide. Zemplen deacylat
ion provided the target tetramer in good overall yield. (C) 2000 Elsevier S
cience Ltd. AU rights reserved.