920281-46-5

Upstream product

• 204918-49-0 p-methylphenyl 1-thio-α-D-arabinofuranoside 
• 204918-55-8 p-cresyl 5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside 
• 106-45-6 para-thiocresol 
• 100-39-0 benzyl bromide 
• 917590-92-2 p-tolyl 5-O-t-butyldiphenylsilyl-2,3-di-O-acetyl-1-thio-α-D-arabinofuranoside 
• 845868-93-1 1,2,3-tri-O-acetyl-5-O-t-butyldiphenylsilyl-D-arabinofuranose 
• 917590-91-1 p-tolyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-1-thio-α-D-arabinofuranoside 

Downstream Products

• 367274-92-8 Benzoic acid (2R,3R,4S,5R)-3,4-bis-benzyloxy-5-p-tolylsulfanyl-tetrahydro-furan-2-ylmethyl ester 
• 917590-93-3 p-tolyl 2,3-O-dibenzyl-5-O-(4-methoxybenzyl)-1-thio-α-D-arabinofuranoside 
• 1268604-14-3 2,3-di-O-benzyl-5-O-(2-naphthylmethyl)-1-(p-tolylthio)-1-deoxy-α-D-arabinofuranoside 
• 1236193-26-2 p-tolyl 5-O-allyl-2,3-di-O-benzyl-1-thio-α-D-arabinofuranoside 
• 1236193-27-3 p-tolyl 2,3-di-O-benzyl-5-O-tert-butyldimethylsilyl-1-thio-α-D-arabinofuranoside 

Relevant academic research and scientific papers

Stereoselective synthesis of a fragment of mycobacterial arabinan

Strategies for the stereoselective synthesis of mycobacterial arabinan were explored. Arabinofuranosyl donors with various protective groups were screened in terms of suitability for β-(1,2-cis)-selective glycosylation. The protective group was found to affect the stereoselectivity of arabinofuranosylation. β-Selectivity was drastically enhanced by using donors protected with 3,5-TIDPS, possibly due to conformational constraints on the furanose ring. Synthesis of heptaarabinofuranoside was then performed to demonstrate the practicality of this methodology.

Synthesis of arabinofuranosides via low-temperature activation of thioglycosides

The synthesis of oligosaccharides containing arabinofuranose residues is reported. Coupling of thioglycoside donors 4, 6, or 7 and with acceptors 8-17 using N-iodosuccinimide and silver triflate activation provided glycosides with varying degrees of stere