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

General Description

ALLYL-4,6-O-BENZYLIDENE-BETA-D-GLUCOPYRANOSIDE is a chemical compound that falls under the category of glycosides. It is a derivative of glucose and contains an allyl group, a benzylidene group, and a glucopyranoside ring. ALLYL-4,6-O-BENZYLIDENE-BETA-D-GLUCOPYRANOSIDE has potential applications in the fields of pharmaceuticals and organic synthesis. It may have medicinal properties and could be used in drug development due to its structural features and potential biological activities. Additionally, it may have uses in the synthesis of other organic compounds and materials due to its unique chemical structure.

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 
• 10343-15-4 allyl 2,3,4,6-tetra-O-acetyl-D-galactopyranoside 
• 2595-07-5 allyl β-D-glucopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 48149-74-2 allyl D-glucopyranoside 
• 2280-44-6 D-Glucose 
• 604-69-3 β-D-glucose pentaacetate 
• 10343-15-4 Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-allyloxy-tetrahydro-pyran-4-yl ester 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 492-61-5 β-D-glucose 

Downstream Products

• 126777-63-7 allyl 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranoside 
• 303752-88-7 Allyl 2,3-Bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-D-galactopyranoside 
• 145773-08-6 allyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside 
• 84218-67-7 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 
• 65987-12-4 1-O-allyl-4,6-O-benzylidene-α-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 articles and documents

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.