544686-89-7

Upstream product

• 100-39-0 benzyl bromide 
• 123-34-2 (R)-3-allyloxypropane-1,2-diol 
• 145840-43-3 3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-glucopyranosyl trichloroacetimidate 
• 544686-88-6 3-O-allyl-2-O-(2-azido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-1-O-tert-butyldiphenylsilyl-sn-glycerol 
• 544686-87-5 (S)-(-)-1-allyl-3-tert-butyldiphenylsilyl-sn-glycerol 
• 56083-15-9 (S)-4-((allyloxy)methyl)-2,2-dimethyl-1,3-dioxolane 

Downstream Products

• 544686-90-0 2-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-allyl-1-O-tert-butyldiphenylsilyl-sn-glycerol 
• 1354914-22-9 1-([N,N,-diisopropylamino]-2-cyanoethylphosphite)-2-O-(2-benzylcarbamate-3,4,6-tri-O-benzyl-2-deoxy-α-Dglucopyranosyl)-3-O-(4,4'-dimethoxytrityl)-sn-glycerol 
• 1354914-24-1 2-O-(2-benzylcarbamate-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-(4,4'-dimethoxytrityl)-sn-glycerol 
• 1354914-18-3 1-O-tert-butyldiphenylsilyl-2-O-(2-benzylcarbamate-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-(4,4'-dimethoxytrityl)-sn-glycerol 
• 1354914-20-7 1-O-tert-butyldiphenylsilyl-2-O-(2-benzylcarbamate-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-sn-glycerol 
• 1354914-16-1 1-O-tert-butyldiphenylsilyl-2-O-(2-benzylcarbamate-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-allyl-sn-glycerol 
• 1354914-10-5 1-([N,N,-diisopropylamino]-2-cyanoethylphosphite)-2-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-(4,4'-dimethoxytrityl)-sn-glycerol 
• 1354914-13-8 2-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-(4,4'-dimethoxytrityl)-sn-glycerol 
• 1354914-09-2 1-O-tert-butyldiphenylsilyl-2-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-(4,4'-dimethoxytrityl)-sn-glycerol 
• 544686-92-2 Diisopropyl-phosphoramidous acid (R)-2-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-(tert-butyl-diphenyl-silanyloxy)-propyl ester benzyl ester 
• 544686-91-1 2-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-1-O-tert-butyldiphenylsilyl-sn-glycerol 

Relevant academic research and scientific papers

Fluorous linker facilitated synthesis of teichoic acid fragments

The use of perfluorooctylpropylsulfonylethanol as a new phosphate protecting group and fluorous linker is evaluated in the stepwise solution phase synthesis of a number of biologically relevant (carbohydrate substituted) glycerol teichoic acid fragments.

Synthesis of structural variants of Staphylococcus aureus lipoteichoic acid (LTA)

Based on 1,2-O-isopropylidene-sn-glycerol, which is readily available from d-mannitol, five chiral building blocks for the construction of structural variants of Staphylococcus aureus LTA designed and synthesized. Ligation of these building blocks led readily to the target molecules 1 and 2. They demonstrated that the d-alanine residues at the glycerophosphate backbone are decisive for the activation of the immune system.

Synthesis of the first fully active lipoteichoic acid

Nature outfoxed! Owing to the sensitivity of lipoteichoic acids (LTAs) to hydrolysis their biological activity could not be ascertained thus far. The chemical synthesis of LTA of Staphylococcus aureus 1, which contains hydrolytically labile D-alanine resi