53958-21-7

Usage

Uses

Used in Organic Synthesis:
4,6-DI-O-ACETYL-2,3-O-CARBONYL-ALPHA-D-MANNOPYRANOSYL BROMIDE is used as a synthetic building block for the preparation of β-mannosides. Its unique structural features allow for the selective functionalization and manipulation of the molecule, making it a valuable intermediate in the synthesis of various complex carbohydrates and their derivatives.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4,6-DI-O-ACETYL-2,3-O-CARBONYL-ALPHA-D-MANNOPYRANOSYL BROMIDE is used as a key intermediate in the development of novel therapeutic agents targeting carbohydrate-binding proteins. These proteins are often involved in various biological processes, including cell adhesion, immune response, and pathogen recognition, making them important targets for drug discovery.
Used in Glycobiology Research:
4,6-DI-O-ACETYL-2,3-O-CARBONYL-ALPHA-D-MANNOPYRANOSYL BROMIDE is also utilized in glycobiology research to study the role of carbohydrates in biological systems. Its unique structural features enable the investigation of carbohydrate-protein interactions, which are crucial for understanding various biological processes and the development of new therapeutic strategies.
Used in Material Science:
In the field of material science, 4,6-DI-O-ACETYL-2,3-O-CARBONYL-ALPHA-D-MANNOPYRANOSYL BROMIDE can be employed as a component in the design and synthesis of carbohydrate-based materials. These materials have potential applications in areas such as drug delivery, sensors, and biocompatible coatings due to their unique properties and interactions with biological systems.

Upstream product

• 53958-20-6 1,4,6-tri-O-acetyl-2,3-O-carbonyl-α-D-mannopyranose 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 74948-73-5 methyl 2,3-O-carbonyl-4,6-O-isopropylidene-α-D-mannopyranoside 
• 63167-67-9 methyl 4,6-O-isopropylidene-α-D-mannopyranoside 

Downstream Products

• 120489-25-0 Acetic acid (3aS,4S,6R,7R,7aS)-6-acetoxymethyl-2-oxo-4-phenoxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester 
• 60869-86-5 Acetic acid (3aS,4S,6R,7R,7aS)-6-acetoxymethyl-4-(4-nitro-phenoxy)-2-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester 
• 120489-17-0 Acetic acid (3aS,4S,6R,7R,7aS)-6-acetoxymethyl-4-(4-bromo-phenoxy)-2-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester 
• 120489-17-0 Acetic acid (3aS,4R,6R,7R,7aS)-6-acetoxymethyl-4-(4-bromo-phenoxy)-2-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester 
• 120489-16-9 4-methoxyphenyl 1,6-di-O-acetyl-2,3-O-carbonyl-β-D-mannopyranoside 
• 120489-16-9 4-methoxyphenyl 1,6-di-O-acetyl-2,3-O-carbonyl-β-D-mannopyranoside 
• 120489-21-6 Acetic acid (3aS,4S,6R,7R,7aS)-6-acetoxymethyl-4-(4-chloro-phenoxy)-2-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester 
• 120489-24-9 Acetic acid (3aS,4S,6R,7R,7aS)-6-acetoxymethyl-4-(2,4-dichloro-phenoxy)-2-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester 
• 120489-23-8 Acetic acid (3aS,4S,6R,7R,7aS)-6-acetoxymethyl-4-(3-nitro-phenoxy)-2-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester 
• 136737-34-3 benzyl 3-O-benzyl-2-deoxy-4-O-(4,6-di-O-acetyl-2,3-O-carbonyl-β-D-mannopyranosyl)-L-erythro-pentopyranoside 
• 120489-19-2 Acetic acid (3aS,4S,6R,7R,7aS)-6-acetoxymethyl-4-(4-methylsulfanyl-phenoxy)-2-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester 
• 120489-22-7 Acetic acid (3aS,4S,6R,7R,7aS)-6-acetoxymethyl-4-(3-cyano-phenoxy)-2-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester 
• 120489-20-5 Acetic acid (3aS,4S,6R,7R,7aS)-6-acetoxymethyl-4-(4-ethoxy-phenoxy)-2-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester 
• 120489-18-1 Acetic acid (3aS,4S,6R,7R,7aS)-6-acetoxymethyl-4-(biphenyl-4-yloxy)-2-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester 

Relevant academic research and scientific papers

PRACTICAL SYNTHESIS OF O-β-D-MANNOPYRANOSYL-, O-α-D-MANNOPYRANOSYL-, AND O-β-D-GLUCOPYRANOSYL-(1->4)-O-α-L-RHAMNOPYRANOSYL-(1->3)-D-GALACTOSES

The Koenigs-Knorr glycosylation of 4,6-O-ethylidene-1,2-O-isopropylidene-3-O-(2,3-O-isopropylidene-α-L-rhamnopyranosyl)-α-D-galactopyranose (3) by 4,6-di-O-acetyl-2,3-O-carbonyl-α-D-mannopyranosyl bromide (10), as well as Helferich glycosylations of 3 by tetra-O-acetyl-α-D-mannopyranosyl and -α-D-glucopyranosyl bromides, proceeded smoothly to give high yields of trisaccharide derivatives (12, 16, and 17).An efficient procedure for the transformation of 12, 16, and 17 into the α-deca-acetates of the respective trisaccharides has been developed.Zemplen deacetylation then afforded the title trisaccharides in yields of 53, 52, and 62percent respectively, from 3.A new route to 1,4,6-tri-O-acetyl-2,3-O-carbonyl-α-D-mannopyranose is suggested.