205485-59-2

Upstream product

• 821-09-0 n-Pent-4-enyl alcohol 
• 131139-02-1 (3aS,5R,6R,6aS)-6-(benzyloxy)-5-((benzyloxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole 
• 22860-91-9 2,3,5-tri-O-benzoyl-D-ribofuranosyl bromide 
• 52783-53-6 methyl 2,3,3'-tri-O-benzoyl-β-D-apiofuranoside 
• 532-20-7 D-Ribose 
• 1431370-36-3 3,5-di-O-benzyl-α-D-ribofuranoside (prop-2-yn-1-yl)-1,2-orthobenzoate 
• 1431370-71-6 C₂₄H₂₈O₅ 
• 1431370-51-2 pent-4-enyl 3,5-di-O-benzyl-β-D-ribofuranoside 
• 66981-58-6 3,5-di-O-benzoyl-α-D-ribofuranoside-prop-2-ynyl-1,2-orthobenzoate 
• 1431370-46-5 pent-4-enyl 2-O-benzoyl-3,5-di-O-benzyl-β-D-ribofuranoside 
• 114738-04-4 (3aS,5R,6R,6aS)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol 
• 43138-39-2 1,2-O-isopropylidene-β-D-arabinofuranoside 
• 100-39-0 benzyl bromide 

Downstream Products

• 205485-62-7 4-pentenyl 2-O-[2,3,5-tri-O-benzyl-β-D-arabinofuranosyl]-3,5-di-O-benzyl-β-D-arabinofuranoside 
• 205485-63-8 {(3aS,5R,6R,6aS)-6-[(2R,3S,4R,5R)-4-Benzyloxy-5-benzyloxymethyl-3-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yloxy)-tetrahydro-furan-2-yloxy]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl}-methanol 

Relevant academic research and scientific papers

Facile synthesis of β- And α-arabinofuranosides and application to cell wall motifs of M. tuberculosis

Propargyl 1,2-orthoesters of arabinose are exploited for the synthesis of 1,2-trans furanosides; easily accessible 1,2-trans ribofuranosides are converted to challenging 1,2-cis-arabinofuranosides by oxidoreduction. Utility of these protocols was demonstrated by the successful synthesis of major structural motifs present in the cell surface of Mycobacterium tuberculosis. Key furanosylations were carried out under gold-catalyzed glycosidation conditions.

Synthesis of pentaarabinofuranosyl structure motif A of Mycobacterium tuberculosis

The first synthesis of motif A, the branched chain arabinofuranosyl pentasaccharide [t-β-Araf-(1 → 2)-α-D-Araf]2-3,5-α-D-Araf-(1 → 5) which constitutes the major humoral immunological epitope in the arabinogalactan cell wall of Mycobacterium tu