159148-13-7

Upstream product

• 16054-77-6 3,5-di-O-benzyl-D-xylofuranose 
• 100-44-7 benzyl chloride 
• 41341-99-5 3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose 
• 22250-06-2 1,2-O-Cyclohexylidene-α-D-xylofuranose 
• 79063-96-0 3,5-di-O-benzyl-1,2-O-cyclohexylidene-α-D-xylofuranose 
• 67-56-1 methanol 
• 161835-17-2 1,2-anhydro-3,5-di-O-benzyl-β-D-lyxofuranose 

Downstream Products

• 18449-76-8 methyl α-D-lyxopyranoside 
• 289711-20-2 methyl 3,5-di-O-benzyl-2-O-tosyl-α-D-lyxofuranoside 

Relevant academic research and scientific papers

A facile synthesis of 1-(5'-O-acetyl-3'-O-benzyl-β-D-xylofuranosyl)thymidine: A potentially viable intermediate for the preparation of the anti-AIDS drugs, AZT and D4T

The title compound has been synthesized by smooth condensation of 1,2-anhydro-5-O-acetyl-3-O-benzyl-α-D-xylofuranose, obtained from D-xylose through a series of mild and effective reactions, with activated thymine in the absence of catalyst. Copyright (C) 2000 Elsevier Science Ltd.

Conversion of D-xylose to protected D-lyxose derivatives and to D-lyxose, via the corresponding 1,2-anhydride

Acid hydrolysis of 3,5-di-O-benzyl-1,2-O-cyclohexylidene-α-D-xylofuranose gave the corresponding lactol, which was subsequently converted to the 3,5-di-O-benzyl-2-O-mesyl-D-xylofuranose. This compound readily reacted with sodium methoxide, sodium benzylate or sodium hydroxide (presumably via the corresponding 1,2-anhydride) to give the protected D-lyxofuranosides. These compounds were finally converted to methyl α-D-lyxopyranoside or to D-lyxose. Copyright (C) 1999 Elsevier Science Ltd.

Synthesis and glycosidic reaction of 1,2-anhydromanno-, lyxo-, gluco-, and xylofuranose perbenzyl ethers

Stereospecific synthesis of 1,2-anhydromanno-, lyxo-, gluco-, and xylofuranose perbenzyl ethers was successfully achieved via intramolecular SN2 reaction of the corresponding C-1 alkoxide with C-2 bearing tosyloxy group. The key intermediates, furanose 2-sulfonates, were prepared from the corresponding 1,2-diols and tosyl chloride under phase transfer conditions in good yields. Condensation of the anhydro sugars with 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose or N-benzyloxycarbonyl L-serine methyl ester in the absence of catalyst gave 1,2-trans-linked glycofuranosides in high yield.

A facile synthesis of 1,2-anhydroglycofuranose benzyl ethers

The synthesis of 1,2-anhydromanno-, -lyxo-, -gluco-, and -xylofuranose benzyl ethers was successfully achieved via intramolecular S(N)2 reaction of the corresponding C-1 alkoxide with C-2 bearing tosyloxy group. The key intermediates, furanose 2-sulfonate