20701-61-5

Basic information

• Product Name: Ethyl 4,6-O-benzylidene-1-thio-b-D-glucopyranoside
• Synonyms: Ethyl 4,6-O-benzylidene-1-thio-b-D-glucopyranoside;Ethyl 4,6-O-benzylidene-beta-D-thioglucopyranoside;Ethyl 4,6-O-benzylidene-b-D-thioglucopyranoside;Ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside
• CAS NO: 20701-61-5
• Molecular Formula: C₁₅H₂₀O₅S
• Molecular Weight: 312.3813
• Mol File: 20701-61-5.mol
• Article Data: 24

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Ethyl 4,6-O-benzylidene-1-thio-b-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 4,6-O-benzylidene-1-thio-b-D-glucopyranoside(20701-61-5)
• EPA Substance Registry System: Ethyl 4,6-O-benzylidene-1-thio-b-D-glucopyranoside(20701-61-5)

Safety Data

• Hazardous Substances Data: 20701-61-5(Hazardous Substances Data)

Usage

Uses

Ethyl 4,6-O-Benzylidene-b-D-thioglucopyranoside can be used for various organic synthesis.

Upstream product

• 1125-88-8 benzaldehyde dimethyl acetal 
• 7473-36-1 ethyl 1-thio-β-D-glucopyranoside 
• 83-87-4 D-glucose pentaacetate 
• 32934-24-0 ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside 
• 100-52-7 benzaldehyde 
• 149563-08-6 (2R,4aR,6S,7R,8S,8aR)-6-(ethylthio)-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diyl dibenzoate 
• 604-69-3 β-D-glucose pentaacetate 
• 492-61-5 β-D-glucose 

Downstream Products

• 136597-23-4 ethyl 3-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside 
• 197853-38-6 ethyl 2,3-di-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside 
• 201056-71-5 ethyl (5R)-4,6-O-benzylidene-1-thio-3-O-pivaloyl-β-D-glucopyranoside 
• 149563-08-6 (2R,4aR,6S,7R,8S,8aR)-6-(ethylthio)-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diyl dibenzoate 
• 1259036-06-0 ethylthio 4,6-O-benzylidene-2,3-di-O-levulinyl-β-D-glucopyranoside 
• 1313593-71-3 C₁₉H₂₄O₈ 
• 153062-24-9 ethyl 2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside 

Relevant articles and documents

One-Pot Relay Glycosylation

A novel one-pot relay glycosylation has been established. The protocol is characterized by the construction of two glycosidic bonds with only one equivalent of triflic anhydride. This method capitalizes on the in situ generated cyclic-thiosulfonium ion as the relay activator, which directly activates the newly formed thioglycoside in one pot. A wide range of substrates are well-accommodated to furnish both linear and branched oligosaccharides. The synthetic utility and advantage of this method have been demonstrated by rapid access to naturally occurring phenylethanoid glycoside kankanoside F and resin glycoside merremoside D.

Automated access to well-defined ionic oligosaccharides

Ionic polysaccharides are part of many biological events, but lack structural characterisation due to challenging purifications and complex synthesis. Four monosaccharides bearing modifications not found in nature are used for the automated synthesis of a collection of ionic oligosaccharides. Structural analysis reveals how the charge pattern affects glycan conformation.

A Sugar-Based Gelator for Marine Oil-Spill Recovery

Marine oil spills constitute an environmental disaster with severe adverse effects on the economy and ecosystem. Phase-selective organogelators (PSOGs), molecules that can congeal oil selectively from oil–water mixtures, have been proposed to be useful for oil-spill recovery. However, a major drawback lies in the mode of application of the PSOG to an oil spill spread over a large area. The proposed method of using carrier solvents is impractical for various reasons. Direct application of the PSOG as a solid, although it would be ideal, is unknown, presumably owing to poor dispersion of the solid through the oil. We have designed five cheap and easy-to-make glucose-derived PSOGs that disperse in the oil phase uniformly when applied as a fine powder. These gelators were shown to selectively congeal many oils, including crude oil, from oil–water mixtures to form stable gels, which is an essential property for efficient oil-spill recovery. We have demonstrated that these PSOGs can be applied aerially as a solid powder onto a mixture of crude oil and sea water and the congealed oil can then be scooped out. Our innovative mode of application and low cost of the PSOG offers a practical solution to oil-spill recovery.