Abstract
tert-Butyldimethylsilyl 2-azido-4,6-benzylidene-glucopyranoside 3 proved to be a versatile starting material for the synthesis of Le x trisaccharide building block 7. Transformation into glycosyl donor 8a and acceptor 9, respectively, led to all building blocks required for the extension to hexa-, nona-, and dodecasaccharides 8b–d; with lactose acceptor 13 the corresponding octa-, undeca-, and tetradecasaccharides 15b−d were obtained. The “azidosphingosine glycosylation procedure” provided dimeric, trimeric, and tetrameric Le x antigens 1b−d.
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