10300-76-2

Usage

Uses

Used in Organic Synthesis:
Methyl2-acetamido-4,6-O-benzylidene-2-deoxy-b-D-glucopyranoside is used as a key intermediate in the synthesis of various complex organic molecules. Its unique structure allows for the creation of a wide range of compounds with diverse properties and applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Methyl2-acetamido-4,6-O-benzylidene-2-deoxy-b-D-glucopyranoside is used as a building block for the development of new drugs. Its structural versatility enables the design of molecules with specific biological activities, making it a valuable asset in drug discovery and development.
Used in Chemical Research:
Methyl2-acetamido-4,6-O-benzylidene-2-deoxy-b-D-glucopyranoside is also utilized in chemical research to study the properties and reactivity of complex organic molecules. Its unique structure provides insights into the behavior of similar compounds and contributes to the advancement of organic chemistry.
Used in Material Science:
In the field of material science, Methyl2-acetamido-4,6-O-benzylidene-2-deoxy-b-D-glucopyranoside can be used to develop novel materials with specific properties. Its incorporation into polymers or other materials can lead to the creation of materials with enhanced characteristics, such as improved stability or biocompatibility.

Upstream product

• 7512-17-6 N-Acetyl-D-glucosamine 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 76899-76-8 1-O-Methyl-2-amino-2-deoxy-4,6-O-benzyliden-β-D-glucopyranosid 
• 108-24-7 acetic anhydride 
• 3055-46-7 methyl N-acetyl-D-glucosamine 
• 100-52-7 benzaldehyde 
• 3946-01-8 methyl N-acetyl-β-D-glucosaminide 
• 6082-04-8 methyl 2-acetylamido-2-deoxy-D-glucoside 
• 66537-92-6 methyl 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside 
• 67-56-1 methanol 
• 6748-94-3 methyl-[O³-acetyl-2-acetylamino-O⁴,O⁶-((R)-benzylidene)-2-deoxy-α-D-altropyranoside] 
• 128657-58-9 methyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 100638-83-3 methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O--α-D-glucopyranoside 
• 22854-00-8 2-methyl-(1,2-dideoxy-α-D-glucopyranoso)-[2,1-d]-2-oxazoline 

Downstream Products

• 139894-30-7 methyl-[O³-acetyl-2-acetylamino-O⁴,O⁶-((Ξ)-benzylidene)-2-deoxy-β-D-glucopyranoside] 
• 162427-96-5 methyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 
• 142756-66-9 methyl 2-acetamido-3-O-(2-O-acetyl-3,4-di-O-benzyl-6-O-methyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 
• 312695-47-9 methyl α-L-rhamnopyranosyl-(1->3)-2-acetamido-2-deoxy-4,6-O-benzylidene-β-D-glucopyranoside 
• 311778-93-5 methyl (2,3-O-isopropylidene-α-L-rhamnopyranosyl)-(1->3)-2-acetamido-2-deoxy-4,6-O-benzylidene-β-D-glucopyranoside 
• 100836-88-2 Galβ(1-3)GlcNAcβ(1-)OCH3 
• 76899-76-8 1-O-Methyl-2-amino-2-deoxy-4,6-O-benzyliden-β-D-glucopyranosid 
• 17327-09-2 Methyl-2-acetamido-2-deoxy-α-D-altropyranosid 
• 144789-65-1 methyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 354986-45-1 methyl N-acetyl-N-benzyl-2-amino-2-deoxy-3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 1214746-57-2 methyl 2-acetamido-4,6-O-benzylidene-3-O-(tert-butyldimethylsilyl)-2-deoxy-α-D-glucopyranoside 
• 128657-58-9 methyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 

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

Ultrasonication-Assisted Synthesis of a d-Glucosamine-Based β-CD Inclusion Complex and Its Application as an Aqueous Heterogeneous Organocatalytic System

For the first time, an inclusion complex has been crafted between a carbohydrate-based molecule and a β-cyclodextrin (CD) hydrophobic cavity for asymmetric catalytic applications. This novel d-glucosamine-based inclusion compound has been synthesized in h

D-Glucosamine as a novel chiral auxiliary for the stereoselective synthesis of P-stereogenic phosphine oxides

D-Glucosamine was successfully employed as a chiral auxiliary for the enantioselective synthesis of phosphine oxides. The influence of the anomeric position was also investigated and revealed the excellent ability of the α-anomer to perform this transform

Diaminohexopyranosides as ligands in half-sandwich ruthenium(II), rhodium(III), and iridium(III) complexes

The syntheses of methyl 2,3-diamino-4,6-O-benzylidene-2,3-dideoxy-α-d-hexopyranosides of glucose, mannose, gulose, and talose and methyl 2-amino-4,6-benzylidene-2,3-dideoxy-3-tosylamido-α-d-glucopyranoside are exhaustively presented, as well as their application as ligands in half-sandwich ruthenium(II), rhodium(III), and iridium(III) complexes. The complex formation occurs highly diastereoselectively, creating a stereogenic metal center. The molecular structures of the ligands and their complexes were investigated by X-ray structure analysis, NMR spectroscopy, polarimetry, and DFT methods. The diamino monosaccharide complexes have been subjected to antitumor activity studies. In vitro tests of a few ruthenium complexes against different cancer cell types showed antiproliferative activities 4-10 times lower than that of cisplatin.

3- and 4-uloses derived from N-acetyl- D -glucosamine: A unique pair of complementary organocatalysts for asymmetric epoxidation of alkenes

The 4-ulose and the 3-ulose, both derived in two steps from the α-methyl glycoside of N-acetyl-D-glucosamine (GlcNAc), act as organocatalysts in the asymmetric epoxidation of alkenes, with unprecedented complementary enantioselectivity. The best results are found with α,β-unsaturated esters as substrates, with enantiomeric ratios up to 90:10 and 11:89, respectively. Copyright

2,4,6-Trichloro-1,3,5-triazine (TCT) mediated one-pot sequential functionalisation of glycosides for the generation of orthogonally protected monosaccharide building blocks

Orthogonally protected monosaccharide building blocks have been prepared using TCT in a one-pot multicomponent transformation. The process involves successive steps of arylidene acetalation, esterification and regioselective reductive acetal cleavage. High regioselectivity, scope for using a broad range of substrates, functional group tolerance, mild reaction conditions, easy handling process and wide application range are a few advantages of the current process.

Glucosamine-based primary amines as organocatalysts for the asymmetric aldol reaction

Glucosamine derivatives have been synthesized starting from commercially available N-acetyl-D-glucosamine/glucosamine hydrochloride and have been employed successfully as efficient organocatalysts for the direct asymmetric aldol reaction between cyclohexa

Synthesis and characterization of d-glucosamine-derived low molecular weight gelators

Carbohydrate-based low molecular weight gelators are an interesting class of molecules with many potential applications. Previously, we have found that certain esters and carbamates of 4,6-O-benzylidene-α-d-methyl- glucopyranoside are low molecular weight

Accessible sugars as asymmetric olefin epoxidation organocatalysts: Glucosaminide ketones in the synthesis of terminal epoxides

A systematically varied series of conformationally restricted ketones, readily prepared from N-acetyl-d-glucosamine, were tested against representative olefins as asymmetric epoxidation catalysts showing useful selectivities against terminal olefins and, in particular, typically difficult 2,2-disubstituted terminal olefins.

A 1-acetamido derivative of 6-epi-valienamine: An inhibitor of a diverse group of β-N-acetylglucosaminidases

The synthesis of an analogue of 6-epi-valienamine bearing an acetamido group and its characterisation as an inhibitor of β-N- acetylglucosaminidases are described. The compound is a good inhibitor of both human O-GlcNAcase and human β-hexosaminidase, as well as two bacterial β-N-acetylglucosaminidases. A 3-D structure of the complex of Bacteroides thetaiotaomicron BtGH84 with the inhibitor shows the unsaturated ring is surprisingly distorted away from its favoured solution phase conformation and reveals potential for improved inhibitor potency. This journal is The Royal Society of Chemistry.