73174-53-5

Upstream product

• 18039-26-4 2,3,4-tri-O-benzyl-D-arabinopyranose 
• 291753-79-2 methyl 2,3,4-tri-O-benzyl-6-deoxy-6-iodo-α-D-manno-pyranoside 
• 34212-64-1 methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside 
• 73111-58-7 2,3,4-Tri-O-benzyl-5,6-dideoxy-D-lyxo-hex-5-enose 
• 73111-80-5 (2R,3S,4S)-3,4-isopropylidenedioxy-2-benzyloxyhex-5-enal 

Downstream Products

• 1053742-96-3 Toluene-4-sulfonic acid (2R,3S,4R)-2,3,4-tris-benzyloxy-hex-5-enyl ester 
• 1056760-09-8 tert-butyl(dimethyl){[(2R,3S,4R)-2,3,4-tris(benzyloxy)hex-5-en-1-yl]oxy}silane 
• 1257215-02-3 (2R,3S,4R)-2,3,4-tris(benzyloxy)hex-5-en-1-yl methanesulfonate 
• 73111-58-7 2,3,4-Tri-O-benzyl-5,6-dideoxy-D-lyxo-hex-5-enose 
• 195245-33-1 3,4,5-tri-O-benzyl-1,2,6-trideoxy-6-iodo-D-arabino-hex-1-enitol 
• 195245-42-2 (1R,2R,3R,4R)-1,2,3-tribenzyloxy-4-hydroxymethylcyclopentane 
• 115509-85-8 pseudo-β-D-arabinofuranose 

Relevant academic research and scientific papers

Straightforward synthesis of diverse 1-deoxyazapyranosides via stereocontrolled nucleophilic additions to six-membered cyclic nitrones

A systematic study of diastereoselective nucleophilic addition of Grignard reagents to six-membered chiral tri-O-benzyl cyclic nitrones is described. With all eight chiral cyclic nitrones and asymmetric reaction conditions in hand, a practical methodology is established for the preparation of diverse 1-deoxyazapyranosides bearing various stereogenic centers. We have developed practical methods to prepare all eight six-membered chiral cyclic nitrones. Using these cyclic nitrones and diastereoselective nucleophilic additions, 12 examples of diverse 1-deoxyazapyranosides including enantiomers were synthesized to demonstrate the generality and flexibility of this new approach.

An efficient synthesis of triazolo-carbohydrate mimetics and their conformational analysis

A chemical library of 1,2,3-triazole fused carbohydrate mimetics was constructed. To synthesize enantiomerically pure mimetics, we developed a stereo- or diastereodivergent synthetic route from d-glucose, d-mannose and d-galactose as chiral sources. In th

The cobalt-catalyzed oxygenative radical route from hexopyranosides to carbapentofuranoses

Cobalt-catalyzed radical cyclization/oxygenation of various 6-iodohex-1-enitols gave in one step the carbocyclic analogs of pentofuranoses. The reaction was run under very mild conditions and gave moderate to good yields of carbapentofuranoses within a few hours. All the possible 6-iodohex-1-enitol stereoisomers were prepared, and the influence of relative configurations and protecting groups was studied.

A new synthesis of carbapentofuranoses from carbohydrates

Carbafuranosides were synthesized in one step from various O-protected 1,2,6-trideoxy-6-iodo-hex-1-enitols by cobalt catalyzed 5-exo radical-cyclization under molecular oxygen. Yields were fair to good with interesting selectivities.