Scheme 1.
Chemical synthesis monosaccharide building blocks. Reagent and conditions: a) TDSCl, imidazole, DMF; b) allylchloroformate, N,N,N’,N’-tetramethylethylenediamine, CH2Cl2; c) HF-pyridine, THF; d) guanidine.HCl, CH2Cl2, then dimethoxylethylbenzene, CSA, CH3CN; e) AcOH in toluene, 80 °C; f) (R)-3-dodecanoyltetradecanoic acid, EDC, DMAP, CH2Cl2; g) HF-pyridine, THF then CCl3CN, DBU, CH2Cl2.