A new “cap-and-tag” strategy is applied to solid phase oligosaccharide synthesis. Acetyl- capping and fluorous-tagging allowed for the facile separation of the desired F-tagged oligosaccharide from the acetyl-capped deletion sequences using fluorous solid phase extraction. To illustrate this approach, a protected Glc-β-(1→ 6)-Man-α-(1→ 6)-Glc-β-1→ pentenyl trisaccharide was synthesized.
[Firestone, Raymond A.; Pisano, Judith M.; Bailey, Philip J.; Sturm, Anita; Bonney, Robert J.; et al. Journal of Medicinal Chemistry, 1982 , vol. 25, # 5 p. 539 - 544]