38631-27-5

Usage

Uses

Used in Enzyme Research:
2,3,2',3',4',6'-Hexa-O-acetyl-1,6-anhydro-b-D-cellobiose is used as an enzyme substrate for β-D-glucosidase in various research applications. This allows scientists to study the enzyme's activity, specificity, and mechanism of action, contributing to a better understanding of carbohydrate metabolism and related biological processes.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,3,2',3',4',6'-Hexa-O-acetyl-1,6-anhydro-b-D-cellobiose is used as a starting material for the synthesis of various bioactive compounds and drug candidates. Its unique structure and reactivity make it a valuable component in the development of new therapeutic agents targeting carbohydrate-related diseases and conditions.
Used in Food Industry:
2,3,2',3',4',6'-Hexa-O-acetyl-1,6-anhydro-b-D-cellobiose can be used in the food industry as a functional ingredient or a component of food additives. Its ability to interact with enzymes and other biomolecules may contribute to the development of novel food products with improved texture, stability, or health benefits.
Used in Analytical Chemistry:
In analytical chemistry, 2,3,2',3',4',6'-Hexa-O-acetyl-1,6-anhydro-b-D-cellobiose can be employed as a reference compound or a standard for the development and validation of analytical methods for the detection and quantification of carbohydrates and their derivatives. This helps ensure the accuracy and reliability of such methods in various applications, including quality control, research, and diagnostics.

Upstream product

• 108-24-7 acetic anhydride 
• 7225-54-9 O⁴-(Tetra-O-acetyl-β-D-glucopyranosyl)-1,6-anhydro-β-D-mannopyranose 
• 62499-26-7 phenyl β-D-glucopyranosyl-(1->4)-β-D-glucopyranoside 
• 35405-71-1 1,6-anhydro-β-D-cellobiose 
• 28022-14-2 phenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-1-thio-β-D-glucopyranoside 
• 97227-38-8 pentabromophenyl 2,3,6,2',3',4',6'-hepta-O-acetyl-β-cellobioside 
• 80973-53-1 pentachlorophenyl 2,3,6,2',3',4',6'-hepta-O-acetyl-β-D-cellobioside 
• 3068-32-4 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside 
• 5346-69-0 O²,O³-isopropylidene-O⁴-(tetra-O-acetyl-β-D-glucopyranosyl)-1,6-anhydro-β-D-mannopyranose 
• 5328-50-7 D-cellobiose octaacetate 
• 27891-90-3 phenyl 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-1-sulfonyl-β-D-glucopyranoside 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 

Downstream Products

• 7081-62-1 1,6-anhydro-6'-O-trityl-β-cellobiose 
• 86032-62-4 1,6-anhydro-2,3-di-O-benzoyl-4-O-(2,3,4-tri-O-benzoyl-6-O-trityl-β-D-glucopyranosyl)-β-D-glucopyranose 
• 86032-75-9 1,6-anhydro-2,3-di-O-benzoyl-4-O-(2,3,4-tri-O-benzoyl-6-O-trityl-α-L-idopyranosyl)-β-D-glucopyranose 
• 86032-65-7 1,6-anhydro-2,3-di-O-benzyl-4-O-(2,3,4-tri-O-benzyl-6-O-trityl-β-D-glucopyranosyl)-β-D-glucopyranose 
• 86032-63-5 1,6-anhydro-2,3-di-O-benzoyl-4-O-(methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranosyluronate)-β-D-glucopyranose 
• 86032-76-0 1,6-anhydro-2,3-di-O-benzoyl-4-O-(methyl 2,3,4-tri-O-benzoyl-α-L-idopyranosyluronate)-β-D-glucopyranose 
• 15811-26-4 1,6-anhydro-2,3-di-O-benzoyl-4-O-(2,3,4-tri-O-benzoyl-α-L-idopyranosyl)-β-D-glucopyranose 
• 86032-71-5 1,6-anhydro-2,3-di-O-benzoyl-4-O-(2,3,4-tri-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranose 
• 86032-70-4 1,6-anhydro-2,3-di-O-benzyl-4-O-(2,3,4-tri-O-benzyl-α-L-idopyranosyl)-β-D-glucopyranose 
• 86032-72-6 1,6-anhydro-2,3-di-O-benzoyl-4-O-(2,3,4-tri-O-benzoyl-6-O-p-tolylsulfonyl-β-D-glucopyranosyl)-β-D-glucopyranose 
• 86032-64-6 1,6-anhydro-2,3-di-O-benzoyl-4-O-(methyl 2,3,4-tri-O-benzoyl-5-bromo-β-D-glucopyranosyluronate)-β-D-glucopyranose 
• 86032-67-9 1,6-anhydro-2,3-di-O-benzyl-4-O-(2,3,4-tri-O-benzyl-6-O-p-tolylsulfonyl-β-D-glucopyranosyl)-β-D-glucopyranose 
• 86032-73-7 1,6-anhydro-2,3-di-O-benzoyl-4-O-(2,3,4-tri-O-benzoyl-6-deoxy-6-iodo-β-D-glucopyranosyl)-β-D-glucopyranose 
• 86032-74-8 1,6-anhydro-2,3-di-O-benzoyl-4-O-(2,3,4-tri-O-benzoyl-6-deoxy-β-D-xylo-hex-5-enopyranosyl)-β-D-glucopyranose 

Relevant academic research and scientific papers

EFFECT OF PROTECTING GROUPS AND SOLVENTS IN ANOMERIC O-ALKYLATION OF MANNOPYRANOSE

Anomeric O-alkylation of mannopyranoses with various protecting groups was investigated using mannose derivatives and 2,3-O-isopropylidene-1-O-trifluoromethanesulfonyl-D-glycerol (1) as alkylating agent.Generally, in polar solvents higher α/β ratios were obtained than in nonpolar solvents.Sterically demanding protecting groups at the 6-O-position and polar solvents led to higher yields.Reactivity differences were explained by different complex formation.Based on these results mannopyranosyl-α(1-4)glucopyranosides 26 and 27 were synthesized using mannose derivatives 5 and 6 having a 6-O-(p-methoxyphenyl)diphenylmethyl group and galactosyl trifluoromethanesulfonate 24 or nonafluorobutanesulfonate (nonaflate) 25, respectively, as alkylating agents.

Synthesis of some 1,6-Anhydro Disaccharides via Aryl Glycosyl Sulfones

1,6-Anhydro-lactose, -maltose, and -cellobiose were practically prepared in mild reaction conditions and in fairly good yield via alkaline degradation of various aryl glycosyl sulfones derived from the corresponding disaccharides.

Mild procedures for the synthesis of 1,6-anhydroaldohexopyranoses

Penta-O-acetyl-β-D-galactopyranoside was converted in two steps into pentabromophenyl-1,2,3,4-tetra-O-acetyl-β-D-galactopyranoside.Short treatment of the latter with tetra-n-butylammonium hydroxide at 20 deg C, followed by acetylation, afforded crystalline 2,3,4-tri-O-acetyl-1,6-anhydro-β-D-galactopyranose.The same procedure could also be applied to the synthesis of the per-O-acetates of 1,6-anhydro-β-cellociose and 1,6-anhydro-β-D-glucopyranose. 2,3,4-Tri-O-acetyl-1,6-anhydro-β-D-glucopyranose could also be obtained in a one-flask procedure by selective tosylation of D-glucose at the primary hydroxyl group, followed by treatment with base and subsequent acetylation.