177913-75-6

Upstream product

• 305834-13-3 methyl 2,3,4-tri-O-benzyl-6-deoxy-6-iodo-β-D-allo-pyranoside 
• 305834-12-2 methyl 2,3,4-tri-O-benzyl-β-D-allo-pyranoside 
• 18469-06-2 methyl β-D-allo-pyranoside 
• 100-39-0 benzyl bromide 
• 343934-72-5 (2R,3R,4R)-2,3,4-tribenzyloxy-hex-5-ene-1-al di-n-propyl dithioacetal 

Downstream Products

• 343934-73-6 N-(4-Bromo-phenyl)-N'-[(2S,3R,4R)-2,3,4-tris-benzyloxy-hex-5-en-(E)-ylidene]-hydrazine 
• 195245-30-8 3,4,5-tri-O-benzyl-1,2,6-trideoxy-6-iodo-L-ribo-hex-1-enitol 
• 139014-28-1 3,4,5-tri-O-benzyl-1,2-dideoxy-L-ribo-hex-1-enitol 

Relevant academic research and scientific papers

Cycloaddition reactions of carbohydrate derivatives. Part 8: Intramolecular cycloaddition of nitrilimines derived from sugars

Nitrilimines containing a carbon-carbon double bond were prepared in several steps from 2,3,4-tri-O-benzyl-D-xylose, D-ribose and L-arabinose derivatives and their intramolecular 1,3-dipolar cycloaddition reactions were studied. The results were examined

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.