310880-39-8

Upstream product

• 7473-42-9 methyl tri-O-benzoyl-α-D-arabinofuranoside 
• 502761-67-3 (3aS,5R,6R,6aS)-5-Hydroxymethyl-2-methoxy-2-phenyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol 
• 502761-66-2 C₁₃H₁₆O₆C₁₄H₈O₂ 
• 98-88-4 benzoyl chloride 
• 676259-68-0 octyl 2-O-benzoyl-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-α-D-arabinofuranoside 
• 111-87-5 octanol 
• 282107-49-7 β-D-arabinofuranose 1,2,5-orthobenzoate 

Downstream Products

• 310880-58-1 octyl 2-O-benzoyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranoside 
• 676259-70-4 octyl 3,5-di-O-(2,3-anhydro-5-O-benzoyl-α-D-ribofuranosyl)-2-O-benzoyl-α-D-arabinofuranoside 
• 685111-78-8 octyl 2,3-di-O-benzoyl-5-O-methyl-α-D-arabinofuranosyl-(1->3)-[2,3-di-O-benzoyl-5-O-methyl-α-D-arabinofuranosyl-(1->5)]-2-O-benzoyl-α-D-arabinofuranoside 
• 685111-77-7 octyl 2,3-di-O-benzoyl-5-deoxy-5-fluoro-(1->3)-[2,3-di-O-benzoyl-5-deoxy-5-fluoro-α-D-arabinofuranosyl-(1->5)]-α-D-arabinofuranosyl-2-O-benzoyl-α-D-arabinofuranoside 
• 685111-79-9 octyl 2,3-di-O-benzoyl-5-azido-5-deoxy-α-D-arabinofuranosyl-(1->3)-[2,3-di-O-benzoyl-5-azido-5-deoxy-α-D-arabinofuranosyl-(1->5)]-2-O-benzoyl-α-D-arabinofuranoside 
• 848437-02-5 octyl 3,5-di-O-(2,5-di-O-acetyl-3-O-methyl-α-D-arabinofuranosyl)-2-O-benzoyl-α-D-arabinofuranoside 
• 848437-08-1 octyl 3,5-di-O-(2,5-di-O-acetyl-3-azido-3-deoxy-α-D-arabinofuranosyl)-2-O-benzoyl-α-D-arabinofuranoside 
• 569659-32-1 octyl 2,5-di-O-benzoyl-α-D-arabinofuranoside 

Relevant academic research and scientific papers

2,3-Anhydrosugars in glycoside bond synthesis. Application to the preparation of C-2 functionalized α-D-arabinofuranosides

A novel two-step route has been developed for the synthesis of a panel of oligosaccharides (9-17) containing C-2 functionalized α-D- arabinofuranosyl residues. The first step in this route consists of a highly stereocontrolled glycosylation reaction using

Elaboration of monoarabinofuranosidic building blocks

Nucleophilic opening of 1,2,5-orthoesters 1, 2 and 6 of D-arabinose with alcohols, ethanethiol and selenophenol was carried out under very mild conditions with Lewis acid catalysis. The reaction is stereoselective and gave α-D-arabinofuranosides in high yields. Various monoarabinofuranosides, thio-and selenoglycoside donors as well as acceptors were obtained in few steps from the opening products. These building blocks define a comprehensive system of glycosylation for the synthesis of any glycosidic linkage between arabino-furanosides. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.

A comprehensive glycosylation system for the elaboration of oligoarabinofuranosides

1,2,5-Orthoesters of D-arabinose are key compounds for the construction of a glycosylation system that allows the stereoselective synthesis of any interglycosidic linkage between arabinofuranosidic units. Application to the synthesis of a pentaarabinofuranoside of the mycobacterial cell wall is also described. (C) 2000 Elsevier Science Ltd.