128962-66-3Relevant articles and documents
Synthesis of a core disaccharide from the Streptococcus pneumoniae type 23F capsular polysaccharide antigen
Dasgupta, Somnath,Nitz, Mark
experimental part, p. 2282 - 2286 (2010/12/19)
The synthesis of methyl α-l-rhamnopyranosyl-(1→2)-β-d- galactopyranoside and methyl α-l-rhamnopyranosyl-(1→2)-3-(glycer-2- yl-phosphate)-β-d-galactopyranoside disaccharides from the Streptococcus pneumoniae type 23F capsular polysaccharide is reported. A simple protecting group strategy was followed using commercially available monosaccharides and phosphorylating reagents. H-Phosphonate and phosphoramidite coupling chemistries were explored for introducing the phosphodiester. Hydrazine hydrate was found to be a mild and efficient deacetylating agent, which was required to avoid phosphate migration during the deprotection of the phosphodiester functionalized disaccharide.