17184-28-0

Upstream product

• 13407-60-8 methyl-3,6-anhydro-α-D-glucopyranoside 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 7625-23-2 3,6-anhydro-D-glucose 
• 67-56-1 methanol 
• 2280-44-6 D-Glucose 
• 87638-78-6 3,6-anhydro-D-glucofuranose 
• 7647-01-0 hydrogenchloride 
• 60-29-7 diethyl ether 
• 67-66-3 chloroform 
• 13421-89-1 methyl-[O⁴-(3,6-anhydro-β-D-glucopyranosyl)-3,6-anhydro-β-D-glucopyranoside] 
• 13421-89-1 methyl-[O⁴-(3,6-anhydro-α-D-glucopyranosyl)-3,6-anhydro-β-D-glucopyranoside] 
• 23661-33-8 methyl 2,3,4-tri-O-acetyl-6-O-(p-tolylsulfonyl)-α-D-glucopyranoside 
• 3056-46-0 methyl 3,6-anhydro-α-D-glucopyranoside 
• 6619-09-6 methyl 6-O-tosyl-α-D-glucopyranoside 

Downstream Products

• 7625-23-2 3,6-anhydro-D-glucose 
• 86883-39-8 Methyl-3,6-anhydro-5-O-tosyl-α-D-glucofuranosid 
• 87595-96-8 Methyl-3,6-anhydro-2,5-di-O-tosyl-α-D-glucofuranosid 
• 176850-42-3 4-Oxo-4-phenyl-butyric acid (2S,3R,3aS,6R,6aR)-6-hydroxy-2-methoxy-hexahydro-furo[3,2-b]furan-3-yl ester 
• 176850-48-9 4-Hydroxy-4-phenyl-butyric acid (2S,3R,3aS,6R,6aR)-6-hydroxy-2-methoxy-hexahydro-furo[3,2-b]furan-3-yl ester 

Relevant academic research and scientific papers

Acyloxonium ions in the high-yielding synthesis of oxolanes from alditols, hexoses, and hexonolactones catalysed by carboxylic acids in anhydrous hydrogen fluoride

Treatment of D-glucono-1,5- or D-mannono-1,4-lactone with anhydrous hydrogen fluoride catalysed by formic or acetic acid yields 3,6-anhydro-D-glucono- and -D-mannono-1,4-lactone, respectively.Similarly, D-mannitol is converted into 1,4-anhydro-D-mannitol and subsequently into the 1,4:3,6-dianhydride, whereas D-glucitol forms exclusively the 3,6-anhydride and, on further reaction, 1,4:3,6-dianhydro-D-glucitol.D-Glucose and 2-acetamido-2-deoxy-D-glucose are also converted into the corresponding 3,6-anhydrides by reaction with hydrogen fluoride and formic acid.13C-N.m.r. spectroscopy indicates that the reactions involve intermediate dioxolanyium ions.

Carbohydrates Containing the 2,6-Dioxabicyclooctane Skeleton: 3,6-Anhydrohexofuranose Derivatives with D-gluco, D-manno, L-ido, and L-gulo Configuration

All possible 3,6-anhydrofuranoses as well as their triacetates, methyl glycosides, and methyl diacetylglycosides have been prepared, some of them for the first time.This allowed an analysis of the equilibria of the anomers of the free sugars in water and

Methyl 2,5:3,6-Dianhydro-D-mannofuranosides

Monotosylation of methyl 3,6-anhydro-β-D-glucofuranoside gives as minor reaction product 1 which yields by treatment with sodium ethanolate methyl 2,5:3,6-dianhydro-β-D-mannofuranoside (2).The α-anomer 6 is equally prepared from 3 which is obtained by selective monotosylation of methyl 3,6-anhydro-β-L-gulofuranoside.Reaction of methyl 3,6-anhydro-2,5-di-O-tosyl-α-D-glucofuranoside (5) gives only small amounts of 6 accompanied by the monotosylate 4.Mass and NMR spectra (2D-1H and 13C) of the new dianhydrides 2 and 6 are described.