23346-01-2

Upstream product

• 86747-82-2 Methyl 4,6-O-Benzylidene-α-D-manno-pyranoside 2,3-Cyclic Sulfate 
• 96779-98-5 methyl 3-O-acetyl-4,6-O-benzylidene-2-O-(trifluoromethanesulfonyl)-α-D-mannopyranoside 
• 121237-32-9 benzyl 3-O-benzyl-4,6-O-benzylidene-2-O-trifluoromethanesulfonyl-α-D-mannopyranoside 
• 62774-16-7 benzyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside 
• 2872-56-2 methyl 3-O-acetyl-4,6-O-benzylidene-α-D-mannopyranoside 
• 4148-58-7 (4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 
• 86747-78-6 Methyl 4,6-O-Benzylidene-α-D-manno-pyranoside 2,3-Cyclic Sulfite 

Relevant academic research and scientific papers

Cyclic Sulfur Esters as Substrates for Nucleophilic Substitution. A New Synthesis of 2-Deoxy-2-fluoro-D-glucose

The 2,3-cyclic sulfites and sulfates of methyl 4,6-O-benzylidene-α- and -β-D-mannopyranoside were synthesized and examined as suitable substrates for the preparation of 2-deoxy-2-fluoro-D-glucose.Both sulfites on reaction with tetramethylammonium fluoride gave reaction products due to attack at sulfur by water.The methyl α-D-glycoside sulfate gave an α,β-unsaturated ketone (7).The β-methyl sulfate reacted cleanly with fluoride and other nucleophiles to give, after hydrolysis, the 2-substituted 2-deoxyglucose compounds.