14059-68-8

Upstream product

• 67307-86-2 2-O-(benzoyl)-1,6-anhydro-3,4-dideoxy-β-D-erythro-hex-3-enopyranose 
• 90553-65-4 1,6-anhydro-2,3,4-tri-O-benzyl-β-D-allopyranose 

Downstream Products

• 14661-09-7 2,3,4-O-triacetyl-1,6-anhydro-β-D-allopyranose 
• 50880-93-8 tris-O-(toluene-4-sulfonyl)-1,6-anhydro-β-D-allopyranose 
• 116730-91-7 1,6-anhydro-3-O-benzyl-β-D-allopyranose 
• 116730-92-8 1,6-anhydro-2-O-benzyl-β-D-allopyranose 
• 20183-84-0 1,6-anhydro-4-O-benzyl-β-D-allopyranose 
• 5694-94-0 1,3-Dioxolan-2,4-dicarbonsaeure 
• 33208-48-9 1,6-anhydro-2,4-di-O-benzyl-β-D-glucopyranose 
• 81413-17-4 8-methoxycarbonyloctyl 2,4-di-O-benzyl-α-D-glucopyranoside 
• 81413-21-0 8-methoxycarbonyloctyl-2,4-di-O-benzyl-3,6-di-O-<2,4-di-O-benzyl-3,6-dideoxy-α-L-xylo-hexopyranosyl>-α-D-glucopyranoside 
• 81413-14-1 3,6-di-O-acetyl-2,4-di-O-benzyl-α-D-glucopyranosyl chloride 
• 81413-16-3 8-methoxycarbonyloctyl 3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-glucopyranoside 
• 81413-15-2 8-methoxycarbonyloctyl 3,6-di-O-acetyl-2,4-di-O-benzyl-α-D-glucopyranoside 
• 17073-95-9 1,6-anhydro-3,4-isopropylidene-D-galactopyranose 

Relevant academic research and scientific papers

SYNTHESIS OF D-ALLOSAN FROM LEVOGLUCOSENONE

The stereoselective reduction and cis-dihydroxylation of levoglucosenone (1,6-anhydro-3,4-dideoxy-β-D-glycero-hex-3-enopyranos-2-ulose), gave D-allosan (1,6-anhydro-β-D-allopyranose) in high yield.

Cycloheptaamylose as a model for starch in the pyrolysis of polysaccharides

The pyrolysis of cycloheptaamylose has been studied as a model for starch. 1,6-Anhydro-β-D-glucopyranose (levoglucosan, LG, 7) and its furanose isomer are major products from vacuum pyrolysis at 280, 300, and 320°, with combined yields ranging from 38 to 50% of the substrate-dependent on temperature. Pyrolysis in methyl sulfoxide at 150° produced LG and glucose as well as gluco-oligosaccharides of d.p. up to 7, with both reducing and 1,6-anhydro end-groups. A mechanism is postulated in which the first step is the heterolytic scission of a glucosidic linkage to form a linear, seven-membered oligosaccharide having a glucosyl cation in place of the reducing end-group. The cation is stabilized either by intramolecular attack of O-6 on the C-1 cation or by intermolecular transglycosylation. The former product subsequently yields LG upon scission of a terminal glucosidic linkage. The pyrolysis of cycloheptaamylose has been studied as a model for starch. 1,6-Anhydro-β-D-glucopyranose (levoglucosan, LG, 7) and its furanose isomer are major products from vacuum pyrolysis at 280, 300, and 320°, with combined yields ranging from 38 to 50% of the substrate dependent on temperature. Pyrolysis in methyl sulfoxide at 150° produced LG and glucose as well as gluco-oligosaccharides of d.p. up to 7, with both reducing and 1,6-anhydro end-groups. A mechanism is postulated in which the first step is the heterolytic scission of a glucosidic linkage to form a linear, seven-membered oligosaccharide having a glucosyl cation in place of the reducing end-group. The cation is stabilized either by intramolecular attack of O-6 on the C-1 cation or by intermolecular transglycosylation. The former product subsequently yields LG upon scission of a terminal glucosidic linkage.