71110-96-8

Basic information

• Product Name: 3,4-Di-O-acetyl-6-O-benzyl-D-glucal
• Synonyms: 3,4-Di-O-acetyl-6-O-benzyl-D-glucal
• CAS NO: 71110-96-8
• Molecular Weight: 320.342
• Mol File: 71110-96-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 3,4-Di-O-acetyl-6-O-benzyl-D-glucal(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Di-O-acetyl-6-O-benzyl-D-glucal(71110-96-8)
• EPA Substance Registry System: 3,4-Di-O-acetyl-6-O-benzyl-D-glucal(71110-96-8)

Safety Data

• Hazardous Substances Data: 71110-96-8(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 100-39-0 benzyl bromide 
• 13265-84-4 D-glucal 
• 165524-85-6 6-O-(benzyl)-D-glucal 
• 109280-59-3 6-O-benzyl-1,2,3,4 tetra-O-acetyl D-glucopyranose 
• 180072-37-1 2,3,4-tri-O-acetyl-6-O-benzylglucosyl bromide 

Downstream Products

• 1616283-51-2 3,4-di-O-acetyl-6-O-benzyl-2-deoxy-D-glucopyranose 
• 1616283-67-0 methyl 2,3-di-O-benzyl-6-O-(3,4-di-O-acetyl-6-O-benzyl-2-deoxy-β-D-glucopyranosyl)-α-D-glucopyranoside 
• 1616283-90-9 methyl 2,3-di-O-benzyl-6-O-(3,4-di-O-acetyl-6-O-benzyl-2-deoxy-α-D-glucopyranosyl)-α-D-glucopyranoside 
• 1354577-37-9 (2R,3S)-acetic acid 2-(benzyloxymethyl)-3,4-dihydro-2H-pyran-3-yl ester 

Relevant articles and documents

Variously substituted glycals are readily prepared from glycosyl bromides using (Cp2TiCl)2

Glycosyl halides, variously substituted with ether, acetal, or ester protecting groups, were converted to the corresponding glycals in high yield by reaction with (Cp2TiCl)2. A glycosyl chloride was less reactive than the analogous bromide.

Electrochemical formation of glycals in THF

A new method is presented to produce unsaturated sugars from glycosyl bromides. This work offers a simplification of existing electrochemical approaches to these types of species and is amenable to scale up for large-scale production. In addition, this work is intended to provide a means of employing electrochemistry that can be duplicated in most organic chemistry laboratories using readily available glassware and equipment.

THE ALKYLATION AND ACYLATION OF GLYCALS VIA AN INITIALIZING ELECTROCHEMICAL STEP

The method of electrochemically induced formation of ether and ester derivatives of saturated mono- and disaccharides was applied to 1,2-unsaturated monosaccharides (D-glycals).The influence of the supporting electrolyte on the product distribution was investigated by variation of the cation.To provide data for comparison, alkylation was also carried out chemically in the presence of different bases, e.g.LiH and NaH.