51607-74-0

Upstream product

• 59-23-4 D-Galactose 
• 29411-58-3 Methyl-2,6-anhydro-α-D-altropyranosid 
• 76752-92-6 methyl-[tri-O-benzoyl-6-bromo-6-deoxy-α-D-altropyranoside 
• 14125-78-1 2,3,4,6-tetra-O-acetyl-1,5-anhydro-D-lyxo-hex-1-enitol 
• 150496-22-3 6-O-tert-butyldimethylsilyl-3,4-O-cyclohexylidene-D-altrono-1,5-lactone 
• 145372-71-0 6-O-tert-butyldimethylsilyl-3,4-O-cyclohexylidene-2-O-trifluoromethanesulfonyl-D-altrono-1,5-lactone 
• 145372-77-6 3,4-O-cyclohexylidene-2-O-trifluoromethanesulfonyl-D-altrono-1,5-lactone 
• 156943-96-3 2,6-Anhydro-3,4-O-cyclohexylidene-D-altrono-1,5-lactone 
• 150496-21-2 3,4-O-cyclohexylidene-D-altrono-1,5-lactone 
• 7732-18-5 water 
• 17368-19-3 2,6-Anhydro-D-altrose 
• 156943-97-4 2,6-anhydro-3,4-O-cyclohexylidene-D-altritol 
• 13121-63-6 2,3,4,6-tetra-O-acetyl-1,5-anhydro-D-galactitol 

Downstream Products

• 440665-45-2 1,5:3,6-dianhydro-D-talitol 

Relevant academic research and scientific papers

Synthesis of tetrahydropyrans from sugar lactones

Dehydration of both γ- and δ- hexonolactones, either by intramolecular nucleophilic displacement of triflate leaving groups at C-2, or by Mitsunobu type displacement of the OH-6, provides access to bicyclic lactones which contain tetrahydropyran rings. Reduction or nucleophilic ring opening of these bicyclic lactones furnishes polyfunctionalised tetrahydropyrans in good yield.

Tetrahydropyran Derivatives from γ- and δ-Hexonolactones

Both δ- and γ-hexonolactones provide templates for the construction of bicyclic lactones in which a new tetrahydropyran ring has been formed from overall elimination of water from the C-2 and C-6 hydroxyl groups.Such studies may provide a strategy for the syntheis of C-glycosides from elimination of water between C-2 and C-6 of heptonolactones.