6600-11-9

Upstream product

• 6038-60-4 methyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-altropyranoside 
• 76695-58-4 methyl 4,6-O-benzylidene-2-deoxy-2-isocyano-α-D-altropyranoside 
• 76695-57-3 methyl 4,6-O-benzylidene-2-deoxy-2-formamido-α-D-altropyranoside 
• 76695-59-5 methyl 4,6-O-benzylidene-2-deoxy-2-isocyano-3-O-mesyl-α-D-altropyranoside 

Downstream Products

• 72075-74-2 methyl 3-azido-2,3,6-trideoxy-α-D-arabino-hexopyranoside 
• 72062-67-0 Benzoic acid (2S,3R,4S,6S)-2-bromomethyl-4-methanesulfonyloxy-6-methoxy-tetrahydro-pyran-3-yl ester 

Relevant academic research and scientific papers

Reactions of Relevance to the Chemistry of Aminoglycoside Antibiotics. Part 14. A Useful Radical-deamination Reaction

Primary, secondary, and tertiary aliphatic or alicyclic isocyanides are smoothly reduced under radical conditions using tri-n-butylstannane to the corresponding hydrocarbons.The relative ease of reduction is tertiary > secondary > primary.Aromatic isocyanides are not reduced under these conditions.The reduction of isothiocyanates (or isoselenocyanates) by tri-n-butylstannanae also affords hydrocarbons, but here the isocyanides have been shown to be intermediates.The reduction of a compound with isocyanide and xanthate functions in a 1,2-relationship gives a smooth radical fragmentation to furnish an olefin.An efficient synthesis of 2-deoxy-D-glucose starting with glucosamine is described.