84276-56-2

Usage

Uses

Used in Pharmaceutical Industry:
ALLYL-4,6-O-BENZYLIDENE-BETA-D-GLUCOPYRANOSIDE is used as a pharmaceutical intermediate for its potential medicinal properties and contribution to drug development. Its unique structure and possible biological activities make it a valuable compound in the creation of new medications.
Used in Organic Synthesis:
In the field of organic synthesis, ALLYL-4,6-O-BENZYLIDENE-BETA-D-GLUCOPYRANOSIDE serves as a key building block for synthesizing other organic compounds and materials. Its distinctive chemical structure allows it to be a versatile component in various chemical reactions and processes.

Upstream product

• 100-52-7 benzaldehyde 
• 2595-07-5 allyl D-galactopyranoside 
• 3006-41-5 4,6-O-benzylidene-α,β-D-galactopyranose 
• 106-95-6 allyl bromide 
• 25878-60-8 D-galactose pentaacetate 
• 2595-07-5 allyl β-D-glucopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 48149-74-2 allyl D-glucopyranoside 
• 2280-44-6 D-Glucose 
• 492-61-5 β-D-glucose 
• 50-99-7 D-glucose 
• 107-18-6 allyl alcohol 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 30688-66-5 4,6-O-benzylidene-D-glucopyranose 

Downstream Products

• 303752-88-7 Allyl 2,3-Bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-D-galactopyranoside 
• 168037-64-7 2,3-Bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-D-galactopyranose 
• 303752-87-6 O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl) trichloroacetimidate 
• 303752-86-5 (2S,3S,4R)-2-azido-1-(((2S,4aS,6S,7R,8S,8aR)-7,8-bis(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-6-yl)oxy)octadecane-3,4-diol 
• 303752-91-2 1-O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-2-O-methanesulfonyl-D-arabino-1,2,3,4-octadecantetrol 
• 119237-99-9 <2S-(2α,4aβ,5α,6β,7α,7aβ)>-Hexahydro-5-methyl-2-phenyl-6,7-bis(phenylmethoxy)cyclopenta-1,3-dioxin 
• 119111-07-8 (S)-1,2-Dideoxy-3,4-bis-O-(phenylmethyl)-5,7-O-(phenylmethylene)-D-galacto-hept-1-enitol 
• 119111-36-3 Imidazole-1-carbothioic acid O-[(2S,4S,5R)-4-((1R,2S)-1,2-bis-benzyloxy-but-3-enyl)-2-phenyl-[1,3]dioxan-5-yl] ester 
• 100759-11-3 allyl 2,3-di-O-benzyl-4,6-di-O-benzylidene-α-D-galactopyranoside 
• 145773-08-6 allyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside 
• 156325-61-0 allyl 4,6-O-benzylidene-2,3-bis-O-(tert-butyldimethylsilyl)-β-D-glucopyranoside 
• 400865-03-4 allyl 2,3-di-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranoside 
• 540474-09-7 allyl 2-O-benzoyl-4,6-O-benzylidene-β-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.

Three Solvent-Free Catalytic Approaches to the Acetal Functionalization of Carbohydrates and Their Applicability to One-Pot Generation of Orthogonally Protected Building Blocks

Three alternative protocols were developed to carry out the selective installation of acetal groups on carbohydrates and polyols under mildly acidic, solvent-free conditions. One protocol is based on a diol/aldehyde condensation at room temperature, with an acetolysis process serving for the activation of the carbonyl component. A second approach is based on an orthoester-mediated activation of the carbonyl component at high temperature. The third protocol is instead entailing a transacetalation mechanism. Combination of these methods allows a wide set of acetal-protected building blocks to be accessed in short times under very simple experimental conditions working under air. The scope of the latter two approaches was also extended to unusual one-pot synthetic sequences leading to concomitant Fischer glycosidation/acetal protection of reducing sugars.

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.

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

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.

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

Synthesis of mono- and disaccharide analogs of moenomycin and lipid II for inhibition of transglycosylase activity of penicillin-binding protein 1b

Three types of mono- and disaccharides as well as some chaetomellic acid A analogs were synthesized and evaluated for inhibitory activity against the E. coli transglycosylase PBP1b. Three types of mono- and disaccharides 3a,b, 4a-c, 5, and some chaetomell

Synthesis of the AB-ring segment for the convergent construction of the left half in ciguatoxin

The synthesis of the AB-ring segment aiming at the convergent construction of the left half in ciguatoxin (CTX1B) has been achieved by a strategy based on ring-closing metathesis (RCM) and diastereocontrolled hydroboration to cyclic vinyl ethers.