84276-56-2

Basic information

• Product Name: ALLYL-4,6-O-BENZYLIDENE-BETA-D-GLUCOPYRANOSIDE
• Synonyms: ALLYL-4,6-O-BENZYLIDENE-BETA-D-GLUCOPYRANOSIDE;Allyl4,6-O-benzylidene-b-D-glucopyranoside
• CAS NO: 84276-56-2
• Molecular Formula: C₁₆H₂₀O₆
• Molecular Weight: 308.3264
• Mol File: 84276-56-2.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ALLYL-4,6-O-BENZYLIDENE-BETA-D-GLUCOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: ALLYL-4,6-O-BENZYLIDENE-BETA-D-GLUCOPYRANOSIDE(84276-56-2)
• EPA Substance Registry System: ALLYL-4,6-O-BENZYLIDENE-BETA-D-GLUCOPYRANOSIDE(84276-56-2)

Safety Data

• Hazardous Substances Data: 84276-56-2(Hazardous Substances Data)

Usage

Description

ALLYL-4,6-O-BENZYLIDENE-BETA-D-GLUCOPYRANOSIDE is a chemical compound that belongs to the glycosides category. It is a glucose derivative featuring an allyl group, a benzylidene group, and a glucopyranoside ring. ALLYL-4,6-O-BENZYLIDENE-BETA-D-GLUCOPYRANOSIDE holds potential applications in pharmaceuticals and organic synthesis, with possible medicinal properties and uses in drug development due to its unique structural features and potential biological activities. Furthermore, it may be utilized in the synthesis of other organic compounds and materials.

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

• 1125-88-8 benzaldehyde dimethyl acetal 
• 48149-74-2 allyl D-glucopyranoside 
• 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 
• 2595-07-5 allyl β-D-glucopyranoside 
• 100-52-7 benzaldehyde 
• 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 
• 2280-44-6 D-Glucose 
• 10343-15-4 allyl 2,3,4,6-tetra-O-acetyl-D-galactopyranoside 

Downstream Products

• 540474-09-7 allyl 2-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranoside 
• 145773-08-6 allyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside 
• 760178-19-6 1-O-allyl-2,3-di-O-benzyl-6-O-tosyl-β-D-glucose 
• 760178-20-9 1-O-allyl-2,3-di-O-benzyl-4-O-(carbobenzoxy-β-alanyl)-6-O-tosyl-β-D-glucopyranoside 
• 760178-21-0 3-Benzyloxycarbonylamino-propionic acid (2S,3S,4S,5R,6R)-2-acetylsulfanylmethyl-6-allyloxy-4,5-bis-benzyloxy-tetrahydro-pyran-3-yl ester 
• 760178-22-1 3-Benzyloxycarbonylamino-propionic acid (2S,3S,4S,5R,6R)-2-acetylsulfanylmethyl-4,5-bis-benzyloxy-6-(2,3-dihydroxy-propoxy)-tetrahydro-pyran-3-yl ester 
• 1234307-27-7 C₅₄H₇₇NO₁₂S 
• 760178-23-2 Octadecanoic acid 2-[(2R,3R,4S,5S,6S)-6-acetylsulfanylmethyl-3,4-bis-benzyloxy-5-(3-benzyloxycarbonylamino-propionyloxy)-tetrahydro-pyran-2-yloxy]-1-octadecanoyloxymethyl-ethyl ester 
• 99541-24-9 O-(2,3-di-O-benzyl-β-D-glucopyranosyl)-(1->4)-3-O-acetyl-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose 
• 99541-26-1 O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-3-O-acetyl-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose 
• 65987-12-4 1-O-allyl-4,6-O-benzylidene-α-D-glucopyranoside 

Relevant articles and documents

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

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.

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