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

• 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 
• 53958-20-6 1,4,6-tri-O-acetyl-2,3-O-carbonyl-α-D-mannopyranose 
• 63167-67-9 methyl 4,6-O-isopropylidene-α-D-mannopyranoside 

Downstream Products

• 176040-68-9 benzyl O-(4,6-di-O-acetyl-2,3-O-carbonyl-β-D-mannopyranosyl)-(1[*]6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside 
• 136737-37-6 2-deoxy-4-O-β-D-mannopyranosyl-L-erythro-pentonic acid 
• 136737-35-4 benzyl 3-O-benzyl-2-deoxy-4-O-β-D-mannopyranosyl-β-L-erythro-pentopyranoside 
• 34384-80-0 (4R)-4r-diethoxymethyl-5t-[(S)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-(tetra-O-acetyl-α-D-mannopyranosyloxy)-methyl]-oxazolidin-2-one 
• 34384-81-1 (4R)-4r-diethoxymethyl-5t-[(S)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-α-D-mannopyranosyloxy-methyl]-oxazolidin-2-one 
• 89731-58-8 4-methoxyphenyl β-D-mannopyranoside 
• 120574-97-2 4-bromophenyl β-D-mannopyranoside 
• 89731-60-2 (2S,3S,4S,5S,6R)-2-(4-Chloro-phenoxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 120489-28-3 (2S,3S,4S,5S,6R)-2-(4-Ethoxy-phenoxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 120489-30-7 (2S,3S,4S,5S,6R)-2-(2,4-Dichloro-phenoxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 120489-26-1 (2S,3S,4S,5S,6R)-2-(Biphenyl-4-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 120489-29-4 3-((2S,3S,4S,5S,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-benzonitrile 
• 35599-02-1 4-nitrophenyl-β-D-mannopyranoside 
• 28541-77-7 4-bromophenyl α-D-mannopyranoside 

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.