[Synthesis of long-chain 2-(dimethylalkylsilyl)ethylsaccharides]

Research has shown that acetyl protected sugars bond over silicon-oxygen are quiet hard to handle in order to remove the protected group with methods described in literature. However free OH-groups are essential for instance for the processes of biochemical identification. Through the fitting of an ethylen-spacer-group between the silicon atom and the oxygen atom, it is possible to get sugar compounds without the protected acetyl group. The target compounds 14, 16, 18 and 20 were received through reaction of 11 or 12 with 5 or 7 with a mixture of HgO and HgBr2 as a catalyst and following reaction with KOCH3. Compounds 21 and 22, prepared analogeously to 10 and 5 or 7, were isolated as a product mixture, which contained the target compounds relatively in low yield. All synthesized compounds were identified by 1H-, 13C- and 29Si-NMR spectroscopy.