76899-76-8

Usage

Molecular structure

A complex derivative of glucopyranoside with a methyl group (CH3) attached to the first carbon, a benzylidene group (C6H5-CH=) attached to the fourth and sixth carbons, and an amino (-NH2) and a hydroxy group (-OH) attached to the second carbon.

Chemical classification

A glucopyranoside derivative, which is a type of sugar molecule with a six-membered carbon ring and an oxygen atom at the first position.

Functional groups

Contains a methyl group, a benzylidene group, an amino group, and a hydroxy group, which contribute to its chemical reactivity and potential biological activities.

Stereochemistry

The compound has a β-D-glucopyranosid configuration, meaning the glucose ring is in a chair conformation and the hydroxy groups are positioned in an alternating axial and equatorial arrangement.

Biological activity

1-O-Methyl-2-amino-2-deoxy-4,6-O-benzyliden-β-D-glucopyranosid is known for its potential biological activities and therapeutic applications, making it a valuable compound in pharmaceutical research and drug development.

Applications

Commonly used in pharmaceutical research and drug development to study its potential role in various biological processes and to develop new therapeutic agents.

Context-dependent functions

The specific role and functions of 1-O-Methyl-2-amino-2-deoxy-4,6-O-benzyliden-β-D-glucopyranosid depend on the context and purpose for which it is being utilized, such as targeting specific diseases or biological pathways.

Upstream product

• 109819-62-7 methyl-[2-ethoxycarbonylamino-O⁴,O⁶-((Ξ)-benzylidene)-2-deoxy-β-D-glucopyranoside] 
• 14131-63-6 D-glucosamine hydrochloride 
• 14131-68-1 N-acetyl-D-glucosamine 
• 3946-01-8 methyl N-acetyl-β-D-glucosaminide 
• 10300-76-2 methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 
• 22854-00-8 2-methyl-(1,2-dideoxy-α-D-glucopyranoso)-[2,1-d]-2-oxazoline 
• 96622-49-0 4,6-Benzyliden-N-benzoyl-methyl-β-D-allosaminid 
• 100-52-7 benzaldehyde 
• 6847-15-0 methyl-(2-ethoxycarbonylamino-2-deoxy-β-D-glucopyranoside) 
• 97276-95-4 methyl 4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside 
• 88295-36-7 1-O-Methyl-2-N-acetylamino-2-deoxy-4,6-O-benzyliden-α,β-D-glucopyranosid 

Downstream Products

• 10300-76-2 methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 
• 1220455-90-2 methyl 4,6-O-benzylidene-2-deoxy-2-p-toluenesulfonamido-β-D-glucopyranoside 
• 96622-67-2 Methyl-4,6-O-benzyliden-2-desoxy-2-(2,4-dinitroanilino)-β-D-allopyranosid 
• 96622-50-3 Methyl-4,6-O-benzyliden-2-desoxy-2-(2,4-dinitroanilino)-3-O-methylsulfonyl-β-D-allopyranosid 
• 96622-66-1 Methyl-4,6-O-benzyliden-2-desoxy-2-(2,4-dinitroanilino)-3-O-methylsulfonyl-β-D-glucopyranosid 

Relevant academic research and scientific papers

Synthesis of glucosamine vinyl ether derivative and its deuterated analog

The use of calcium carbide (in the presence of H2O) as a source of acetylene in the reaction with methyl 2-amino-4,6-O-benzylidene-2-deoxy-β-d-glucopyranoside under superbasic conditions (KF, KOH, DMSO, 130 °C, 3 h) led to the corresponding vin

Enantioselective addition of diethylzinc to aldehydes catalyzed by d-glucosamine derivatives: Highly pronounced effect of trifluoromethylsulfonamide

We present the synthesis of β-hydroxy sulfonamides derived from d-glucosamine and their application as ligands in titanium tetraisopropoxide promoted enantioselective addition of diethylzinc to benzaldehyde and selected aromatic and aliphatic aldehydes. The N-trifluoromethylosulfonamido-d-glucosamine derivative is one of the most active ligands known and only 1 mol% of the ligand is sufficient for efficient catalysis of diethylzinc addition. The reaction is highly enantioselective for some aromatic aldehydes and enantiomeric excess up to 99% was obtained.

Selective N-sulfation of glucosamine derivatives using phenyl chlorosulfate in non-aqueous solvent

The selective N-sulfation of 2-amino-2-deoxy-D-glucopyranose derivatives having unprotected hydroxyl groups with phenyl chlorosulfate and triethylamine in anhydrous organic solvent followed by addition of aqueous sodium bicarbonate affords high yields of

Di- and Polyamino Sugars, XXXI. - Substitution Reactions of 2-Amino-2-deoxy-β-D-glucopyranosides at Position 3

Neighboring-group participations obstruct nucleophilic substitutions of N-protected 2-amino-2-deoxy-3-O-mesyl-β-D-glucopyranosides with azide ions.From the N-dinitrophenyl derivative 8 besides the allopyranoside 10 the isomeric products 9 and 11 are forme

Metal Complexes with Biological Important Ligands, XXVII. Palladium(II) and Platinum(II) Complexes with Aminomonosaccharides

A series of dihalo palladium and platinum complexes X2PtL2 (X = Cl, I) with aminosugars L = 2-amino-2-deoxy-1,3,4,6-tetra-O-acetyl-β-D-glucopyranose, 1-O-methyl-2-amino-2-deoxy-4,6-O-benzyliden-α,β-D-glucopyranoside, 1-O-methyl-2-amino-2-deoxy-α,β-D-glucopyranoside, 6-amino-6-deoxy-1,2:3,4-di-O-isopropyliden-α-D-galactopyranose has been prepared and characterized by their IR, 1H and 13C NMR spectra.Monosaccharides and aminomonosaccharides have been attached to the complex via the carboxygroup of α-amino acid PtII complexes to give esters or amides with the monosaccharides as the alcohol or amine components, respectively. - Key words: Aminomonosaccharides, Palladium(II) Complexes, Platinum(II) Complexes