65556-30-1

Usage

Uses

Used in Organic Synthesis:
1,6-Di-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranose is used as a synthetic intermediate for the creation of complex organic molecules. Its structural features allow for the formation of various derivatives, which can be further utilized in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
1,6-Di-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranose is used as a key building block for the development of novel drug candidates. Its unique structure can be exploited to design and synthesize new molecules with potential therapeutic applications, targeting a wide range of diseases and medical conditions.
Used in Research and Development:
In the field of research and development, 1,6-Di-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranose serves as an important compound for studying the synthesis and properties of complex carbohydrates and their derivatives. It can also be used to investigate the interactions of these molecules with biological systems, providing valuable insights into their potential applications in medicine and other fields.
Used in Material Science:
1,6-Di-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranose can be employed in the development of advanced materials, such as polymers and coatings, with unique properties. Its incorporation into these materials can lead to enhanced performance characteristics, such as improved stability, biocompatibility, or specific interactions with other molecules.

InChI:InChI=1/C31H34O8/c1-22(32)34-21-27-28(35-18-24-12-6-3-7-13-24)29(36-19-25-14-8-4-9-15-25)30(31(39-27)38-23(2)33)37-20-26-16-10-5-11-17-26/h3-17,27-31H,18-21H2,1-2H3

Upstream product

• 2466-76-4 N-Acetylimidazole 
• 71117-16-3 2,3,4-tri-O-benzyl-β-D-glucopyranose 
• 506-96-7 Acetyl bromide 
• 10548-46-6 1,6-anhydro-2,3,4-tri-O-benzyl-β-D-glucopyranose 
• 108-24-7 acetic anhydride 
• 84799-77-9 methyl 2,3,4,6-tetra-O-benzyl-D-glucopyranoside 
• 3458-28-4 D-Mannose 
• 89615-40-7 benzyl 2,3,4,6-tetra-O-benzyl-β-D-mannopyranoside 
• 20888-02-2 1,6-anhydro-2,3,4-tri-O-benzyl-β-D-mannopyranose 
• 3879-79-6 (2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-6-methoxytetrahydro-2H-pyran 
• 166592-73-0 methyl 2,3,4-tri-O-benzyl-6-O-(tert-butyldimethylsilyl)-α-D-glucopyranoside 
• 63734-12-3 methyl 6-O-(tert-butyldimethylsilyl)-α-D-glucopyranoside 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 173395-56-7 methyl 2,3,4,6-tetra-O-benzyl-1-thio-b-glucopyranoside 

Downstream Products

• 178621-82-4 Benzoic acid (2R,3S,5R,6S)-2-((2S,3R,4S,5R,6R)-6-acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxymethyl)-5-benzyloxy-6-methoxy-tetrahydro-pyran-3-yl ester 
• 178621-93-7 Acetic acid (2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-[(2R,3S,5R,6S)-3,5-bis-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-2-ylmethyl ester 
• 178621-90-4 Benzoic acid (2R,3S,5R,6S)-2-[(2S,3R,4S,5R,6R)-6-((2S,3R,4S,5R,6R)-6-acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxymethyl)-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxymethyl]-5-benzyloxy-6-methoxy-tetrahydro-pyran-3-yl ester 
• 88567-49-1 6-O-acetyl-2,3,4,-tri-O-benzyl-α-D-glucopyranose 
• 47727-93-5 2,3,4-tri-O-benzyl-D-glucopyranose 
• 120403-27-2 phenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside 
• 120403-27-2 phenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside 
• 157758-63-9 ethyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranoside 
• 79522-92-2 Benzyl-6-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranosid 
• 2771-55-3 2,3,4-Tri-O-benzyl-D-mannopyranose 
• 1040147-63-4 C₃₅H₄₂O₇ 
• 178681-26-0 C₃₄H₄₀O₇ 

Relevant academic research and scientific papers

2-Diphenylphosphinonyl-acetyl as a Remote Directing Group for the Highly Stereoselective Synthesis of β-Glycosides

The configuration of the anomeric glycosidic linkages is crucial for maintaining the biological functions and activities of carbohydrate molecules. However, their stereochemistry control in glycosylation represents one of the most challenging tasks in car

Synthesis and biological evaluation of 1,6-bis-triazole-2,3,4-tri-O-benzyl-α-D-glucopyranosides as a novel α-glucosidase inhibitor in the treatment of Type 2 diabetes

A novel series of 1,6-bis-triazole-benzyl-α-glucoside derivatives (7a-7ee) were designed, synthesized and evaluated for inhibitory activity against α-glucosidase. Most of the synthesized compounds exhibited good activity with IC50 ranging from

Four Different Regioisomeric Polycarbonates Derived from One Natural Product, d -Glucose

Strategies for the preparation of polycarbonates, derived from the natural product d-glucose, which have the potential to degrade back into their bioresorbable starting material and CO2, were developed. By employing established carbohydrate pro

Method for preventing cancer metastasis

The present invention relates to the use of a specific family of glycerolipid compounds of formula (I) described in the detailed description or the manufacture of a medicament for the prevention or for the treatment of cancer metastasis.

A novel selectfluor-mediated regioselective O-benzyl ether acetolysis of perbenzylated monosaccharides

Selectfluor, a source of the super electrophile F+, has replaced conventional reagents that supply F+ for fluorination due to its attractive physical and chemical properties. This study is the first report of using Selectfluor as a d

COMPOUNDS, INTERMEDIATES, AND METHODS OF PREPARING THE SAME

The present disclosure provides optionally substituted seven-membered ring isomers of naturally occurring carbohydrate compounds, methods of synthesizing these compounds, intermediate compounds, methods of synthesizing the intermediate compounds, and the like.

Synthesis of potassium (2R)-2-O-α-d-glucopyranosyl-(1→6)-α-d-glucopyranosyl-2,3-dihydroxypropanoate a natural compatible solute

Ethyl 6-O-acetyl-2,3,4-tribenzyl-1-thio-d-glucopyranoside, as a mixture of anomers, was employed for the stereoselective synthesis of the potassium salt of (2R)-2-O-α-d-glucopyranosyl-(1→6)-α-d-glucopyranosyl-2,3-dihydroxypropanoic acid (α-d-glucosyl-(1→6

1,5-α-D-mannoseptanosides, ring-size isomers that are impervious to α-mannosidase-catalyzed hydrolysis

1,5-D-Mannoseptanosyl di-and trisaccharide ring-size isomers of the corresponding mannopyranosyl oligosaccharides have been prepared. Remarkably, these compounds show no inhibition of the α-mannosidase-catalyzed hydrolysis of p-nitrophenyl-α-D-mannopyrano

A set of phosphatase-inert "molecular rulers" to probe for bivalent mannose 6-phosphate ligand-receptor interactions

A set of bivalent mannose 6-phosphonate 'molecular rulers' has been synthesized to examine ligand binding to the M6P/IGF2R. The set is estimated to span a P-P distance range of 16-26 A (MMFF energy minimization on the hydrated phosphonates). Key synthetic

Indium(III) triflate: A highly efficient catalyst for reactions of sugars

Indium(III) trifluoromethanesulfonate has been found to be extremely efficient in catalyzing acyl transfer reactions of various carbohydrates and their derivatives. Selective acetolyses of certain benzyl ethers/isopropylidene acetals of sugars have been possible using In(OTf)3 in Ac2O (neat). Reaction of the per-O-acetate of 2-deoxy-2-phthalimido-D-glucose with benzyl mercaptan in the presence of In(OTf)3 led to the formation of the corresponding thioglycoside in high yield. Facile formation and hydrolysis of the isopropylidene and benzylidene acetals of various carbohydrates have also been achieved very efficiently in the presence of In(OTf)3. The results show great promise for In(OTf)3 in synthetic carbohydrate chemistry.