Add time:08/01/2019         Source:sciencedirect.com

The glycosphingolipid neurosporaside (α-d-Glcp-(1→2)-β-d-Galp-(1→6)-β-d-Galp-(1→6)-β-d-Galp-(1→)-Cer) occurs in Neurospora crassa. We attempted to synthesize neurosporaside by block synthesis (route A) and linear synthesis (route B). Oligosaccharide derivatives were synthesized using trimethylsilyltrifluoromethanesulfonate and N-iodosuccinimide/trifluoromethane sulfonic acid as promoters. The target tetrasaccharide could not be attained via route A, but route B showed potential: glycosidic bonds (β-d-Galp-(1→6)-β-d-Galp-(1→6)-β-d-Galp) were formed stereoselectively, leading to the synthesis of glycosphingolipid 2.

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