282107-52-2

Upstream product

• 100-39-0 benzyl bromide 
• 282107-53-3 β-D-arabinofuranose 1,2,5-orthodichloroacetate 
• 502761-70-8 1,2-O-(2,2,2-trichloroethylidene)-β-D-arabinofuranose 
• 10323-20-3 D-Arabinose 

Downstream Products

• 310880-70-7 ethyl 3-O-benzyl-5-O-tert-butyldiphenylsilyl-2-O-(9-fluorenylmethoxycarbonyl)-1-thio-α-D-arabinofuranoside 
• 310880-61-6 8-methoxycarbonyloctyl 3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranoside 
• 310880-74-1 ethyl 3-O-benzyl-5-O-pivaloyl-1-thio-α-D-arabinofuranoside 
• 282107-57-7 ethyl 3-O-benzyl-5-O-tert-butyldiphenylsilyl-2-O-(4-methoxybenzyl)-1-thio-α-D-arabinofuranoside 
• 282107-55-5 8-methoxycarbonyloctyl 3-O-benzyl-5-O-pivaloyl-α-D-arabinofuranoside 
• 282107-64-6 ethyl 3-O-benzyl-5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside 
• 282107-56-6 ethyl 3-O-benzyl-1-thio-α-D-arabinofuranoside 
• 282107-54-4 8-methoxycarbonyloctyl 3-O-benzyl-α-D-arabinofuranoside 

Relevant academic research and scientific papers

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.