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. Author manuscript; available in PMC: 2011 Jan 1.
Published in final edited form as: European J Org Chem. 2010 Jan 1;2010(1):80–91. doi: 10.1002/ejoc.200900973

Scheme 1.

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.