66183-24-2

Upstream product

• 63598-31-2 methyl 4,6-O-(R)-benzylidene-2-deoxy-α-D-erythrohexopyranosid-3-ulose 
• 401-55-8 ethyl bromofluoroacetate 
• 14125-64-5 (2R,3R)-3-hydroxy-2-(hydroxymethyl)-2H-pyran-4(3H)-one 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 194149-26-3 methyl 2,3:4,6-di-O-benzylidene-α-D-mannopyranoside 

Downstream Products

• 144527-89-9 methyl 2,2-dimethyl-3-phenyl-3-trimethylsilyloxypropionate 
• 74995-84-9 methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-3-C-methyl-α-D-ribo-hexopyranoside 
• 78086-67-6 methyl-4,6-O-benzylidene-2-desoxy-3-C-methyl-α-D-ribo-hexopyranoside 
• 78013-75-9 Methyl-4,6-O-benzyliden-2-desoxy-2-iod-3-C-methyl-α-D-altropyranosid 
• 78013-78-2 Methyl-4.6-O-benzyliden-3-O-(4,6-O-benzyliden-2-desoxy-2-iod-3-C-methyl-α-D-mannopyranosyl)-2-desoxy-α-D-arabino-hexopyranosid 
• 78013-78-2 Methyl-4.6-O-benzyliden-3-O-(4,6-O-benzyliden-2-desoxy-2-iod-3-C-methyl-β-D-glucopyranosyl)-2-desoxy-α-D-arabino-hexopyranosid 
• 63598-36-7 4,6-O-benzylidene-D-glucal 
• 63598-38-9 1,5-anhydro-4,6-O-benzylidene-2-deoxy-D-ribo-hex-1-enopyranose 
• 138240-17-2 4,6-O-Benzylidene-1,2-dideoxy-3-C-(2-propenyl)-D-ribo-hex-1-enopyranose 
• 138240-17-2 4,6-O-Benzylidene-1,2-dideoxy-3-C-(2-propenyl)-D-arabino-hex-1-enopyranose 
• 138240-18-3 4,6-O-Benzylidene-1,2-dideoxy-3-C-(2-methyl-2-propenyl)-D-arabino-hex-1-enopyranose 
• 138240-18-3 4,6-O-Benzylidene-1,2-dideoxy-3-C-(2-methyl-2-propenyl)-D-ribo-hex-1-enopyranose 
• 78013-74-8 1,5-Anhydro-4,6-O-benzyliden-2-desoxy-3-C-methyl-D-arabino-hex-1-enit 
• 78013-74-8 1,5-Anhydro-4,6-O-benzyliden-2-desoxy-3-C-methyl-D-ribo-hex-1-enit 

Relevant academic research and scientific papers

Synthesis of the positron-emitting radiotracer [18F]-2-fluoro-2- deoxy-d-glucose from resin-bound perfluoroalkylsulfonates

A new approach to the synthesis of 2-fluoro-2-deoxy-d-glucose (FDG, [ 19/18F]-3) is described, which employs supported perfluoroalkylsulfonate precursors 33-36, where the support consists of insoluble polystyrene resin beads. Treatment of these resins with [ 19F]fluoride ion afforded protected FDG [19F]-18 as the major product, and the identities of the main byproducts were determined. Acidic removal of the acetal protecting groups from [19F]-18 was shown to produce [19F]FDG. The method has been applied to the efficient radiosynthesis of the imaging agent [18F]FDG, and was shown to produce the radiochemical tracer in good radiochemical yield (average 73%, decay corrected). The Royal Society of Chemistry 2009.

A facile synthesis of 4,6-O-benzylidene-d-glycals via 1,5-anhydro-4,6-O-benzylidene-d-hex-1-en-3-ulose

Benzylidenation of readily available 1,5-anhydro-d-hex-1-en-3-ulose, followed by sodium borohydride reduction, afforded the title compounds in high yields. Separation of 4,6-O-benzylidene-d-allal and -d-glucal was accomplished by selective acetylation wit

O- and C-Acylation of some Carbohydrate Enolates

The enolate derived from methyl 4,6-O-benzylidene-2-deoxy-α-D-erythro-hexopyranosid-3-ulose undergoes O-acylation exclusively with a variety of reagents, whereas C-acylation is successful only with the corresponding C-glycosyl derivatives.