Figure 7.

Synthesis of biotinylated β (1 → 2) mannotriose. Compound 6 (tribeta) was prepared in four steps from 1¹⁰ using coupling and deprotection protocols employed for related di- and tetramannosides⁶². Reagents and conditions: (a) NaOH, THF, 60 °C, 98%; (b) DMAP, EDC CH₂Cl₂, RT 47%; (c) meta chloro perbenzoic acid, CH₂Cl₂, room temperature, 87%; (d) H₂, Pd/C, MeOH, 87%. In the following Figs. 2, 3, 5, 6 and 7 oligomannosides are designated by acronyms referring to the number of residues and the anomery (i.e. 3β-Man for β-mannotriose) and presented with the color codes already used in studies on oligomannose synthesis (i.e. red for α anomery and green for β anomery¹⁷), and the main topic of this study, 3β-Man, is represented in darker green.