93382-48-0

Usage

Uses

Used in Pharmaceutical Industry:
Allyl 4,6-O-benzylidene-α-D-glucopyranoside is used as a building block in organic synthesis for the development of new pharmaceutical compounds. Its unique chemical properties and potential biological activities, including antifungal, antibacterial, and anti-inflammatory properties, make it a valuable component in the creation of novel drugs.
Used in Food Industry:
Allyl 4,6-O-benzylidene-α-D-glucopyranoside is used as an ingredient in the food industry, leveraging its unique chemical properties to enhance the quality, taste, or shelf life of food products. Its potential biological activities may also contribute to the development of health-promoting or functional foods.
Used in Organic Synthesis:
Allyl 4,6-O-benzylidene-α-D-glucopyranoside is used as a key intermediate in the synthesis of various organic compounds. Its benzylidene group and glucose-derived structure make it a versatile building block for creating a wide range of chemical products, from pharmaceuticals to specialty chemicals.

Upstream product

• 2280-44-6 D-Glucose 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 107-18-6 allyl alcohol 
• 48149-74-2 allyl D-glucopyranoside 
• 100-52-7 benzaldehyde 
• 3006-41-5 4,6-O-benzylidene-α,β-D-galactopyranose 
• 106-95-6 allyl bromide 
• 25878-60-8 D-galactose pentaacetate 
• 10343-15-4 allyl 2,3,4,6-tetra-O-acetyl-D-galactopyranoside 
• 2595-07-5 allyl β-D-glucopyranoside 
• 492-61-5 β-D-glucose 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 10343-15-4 Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-allyloxy-tetrahydro-pyran-4-yl ester 
• 604-69-3 β-D-glucose pentaacetate 

Downstream Products

• 103833-57-4 allyl 4,6-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranoside 
• 130249-97-7 4-Methyl-benzoic acid (2R,4aR,6S,7R,8S,8aS)-6-allyloxy-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester 
• 127514-28-7 Allyl 2-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 208039-61-6 allyl (R)-2,3:(R)-4,6-di-O-benzylidene-α-D-glucopyranoside 
• 244612-04-2 allyl 4,6-O-benzylidene-2,3-bis-O-(methanesulfonyl)-α-D-glucopyranoside 
• 321896-09-7 allyl 4,6-O-benzylidene-2-O-pivaloyl-α-D-glucopyranoside 
• 201534-23-8 allyl 2,3-di-O-benzoyl-4,6-benzylidene-α-D-glucopyranoside 
• 263550-38-5 allyl 3-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 676530-89-5 allyl 2-O-(2-azidomethyl)benzoyl-4,6-O-benzylidene-α-D-glucopyranoside 

Relevant academic research and scientific papers

A Synthetic Carbohydrate-Protein Conjugate Vaccine Candidate against Klebsiella pneumoniae Serotype K2

Klebsiella pneumoniae causes pneumonia and liver abscesses in humans worldwide and contains virulence factor capsular polysaccharides and lipopolysaccharides linked to the cell wall. Although capsular polysaccharides are good antigens for vaccine producti

Preparation method of fondaparinux sodium disaccharide intermediate

The invention discloses a preparation method of fondaparinux sodium disaccharide intermediate. 1-O-substituent sulfonyl-2,3-bis-O-benzyl-4,6-O-benzylidene-beta-D-glucopyranose directly reacts with 1,6-dehydrated-2-deoxy-2-azido-3-O-acetyl-beta-D-glucopyranose to prepare the fondaparinux sodium disaccharide intermediate as shown in a formula I; and meanwhile, the fondaparinux sodium intermediate asshown in the formula I can be used as a raw material to synthesize fondaparinux sodium intermediate as shown in a formula IV. The preparation method is simple and small in steps, the yield is high, the atomic utilization rate is high, the three wastes are small, and the preparation method is suitable for industrial large-scale production. Please see the description for the formula.

Assembly of a β-(1?→?3)-glucan laminarihexaose on ionic liquid support

An efficient method for the preparation of β-(1?→?3)-D-glucan laminarihexaose on ionic liquid (IL)-support is described. A β-(1?→?3)-glucan laminarihexaose was rapidly assembled in 15?h in a stereoselective fashion with an average yield of over 90% per st

C-Glycosyl amino acids through hydroboration-cross-coupling of exo-glycals and their application in automated solid-phase synthesis

O-Glycosylation is one of the most important post-translational modifications of proteins. The attachment of carbohydrates to the peptide backbone influences the conformation as well as the solubility of the conjugates and can even be essential for binding to specific ligands in cell-cell interactions or for active transport over membranes. This makes glycopeptides an interesting class of compounds for medical applications. To enhance the long-term availability of these molecules in vivo, the stabilization of the glycosidic bond between the amino acid residue and the carbohydrate is of interest. The described modular approach affords β-linked C-glycosyl amino acids by a sequence of Petasis olefination of glyconolactones, stereoselective hydroboration and a mild B-alkyl-Suzuki coupling reaction. The coupling products were transformed to C-glycosyl amino acid building-blocks suitable for solid-phase synthesis and successfully incorporated into a partial sequence of the tumor-associated MUC1-glycopeptide. The resulting C-glycopeptides are candidates for the development of long-term stable mimics of O-glycopeptide vaccines. Copyright

Stereoselective dihydroxylation reaction of alkenyl β- D -hexopyranosides: A methodology for the synthesis of glycosylglycerol derivatives and 1-O-Acyl-3-O-β- D -glycosyl-sn-glycerol analogues

A variety of new glycosylglycerol derivatives have been prepared by stereoselective dihydroxylation of a range of alkenyl β-D-hexopyanosides under Donohoe's conditions. We have studied the relationship between the diastereoisomeric excess and the structural features of the precursor (sugar and alkenyl moieties). The stereochemical yields demonstrated that the presence of a hydrogen-bond donor group (OH, NHAc) at the 2-position of the sugar moiety is required to obtain high levels of stereofacial discrimination. New 1-O-acyl-3-O-β-D-glycosyl-sn-glycerol analogues were obtained by functionalisation of the primary hydroxy group with a fatty acid. Preliminary cytotoxic activity assays of both glycosylglycerol and glycoglycerolipid analogues are also presented. An efficient asymmetric dihydroxylation reaction of alkenyl β-D-hexopyranoside derivatives is described. New glycosylglycerol and glycoglycerolipid analogues have been synthesised by this methodology. Preliminary cytotoxic activity assays are presented. 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.

COMPOUND RETAINED IN TUMOR

A novel compound which specifically resides in a tumor, a method for allowing it to reside in a tumor, and a method for detecting, diagnosing, and treating tumor with use thereof are provided. The present invention relates to a compound represented by chemical formula (I) wherein R is an anionic group binding to hydrogen, R1 is OH, OCOH, OCO(CH2)hCH3, or an acting group, h being an integer of 0 or more, R2 is H, OH, OCOH, OCO(CH2)iCH3, or an acting group, i being an integer of 0 or more, R3 is OH, SO3H, or an acting group, R4 is OH, SO3H, or an acting group, and R5 is OH, SO3H, or an acting group, at least one of R1, R2, R3, R4, and R5 containing an acting group, or pharmaceutically acceptable salts thereof.

SYNTHETIC OLIGOSACCHARIDES FOR MORAXELLA VACCINE

The present invention provides synthetic Moraxella catarrhalis lipooligosaccharide (LOS)-based oligosaccharides and conjugates containing various M. catarrhalis serotype-specific oligosaccharide antigens or various core M. catarrhalis oligosaccharide structures or motifs corresponding to one or more of the three major serotypes and/or members within a given serotype. The oligosaccharides may be synthesized by a chemical assembly methodology relying on a limited number of monosaccharide and disaccharide building blocks. The invention further provides M. catarrhalis LOS-based immunogenic and immunoprotective compositions and antibodies derived therefrom for diagnosing, treating, and preventing infections caused by M. catarrhalis.

Total synthesis of 3,3-difluorinated 1-deoxynojirimycin analogues

Difluorination of 1-deoxynojirimycin at position C(3) creates a competitive inhibitor 15 of 10 times higher activity against an α-glucosidase than the parent compound. Its screening against a panel of human cell lines showed a low cytotoxicity therefore m

Glycosylation catalyzed by a chiral bronsted acid

"Chemical equation presented" The use of a chiral Bronsted acid catalyst for the activation of trichloroacetimidate glycosyl donors has been demonstrated for the first time. In toluene the chirality of the acid catalyst is seen to influence the stereochem