161907-34-2

Upstream product

• 53928-30-6 1,2-O-isopropylidene-3,5,6-tri-O-benzyl-α-D-glucofuranoside 
• 35958-64-6 3,5,6-Tri-O-benzyl-α,β-D-glucofuranose 
• 67-56-1 methanol 
• 161835-09-2 1,2-anhydro-3,5,6-tri-O-benzyl-β-D-mannofuranose 

Relevant academic research and scientific papers

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