120142-50-9

Basic information

• Product Name: allyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside
• Synonyms: allyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside
• CAS NO: 120142-50-9
• Molecular Weight: 437.449
• Mol File: 120142-50-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: allyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: allyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside(120142-50-9)
• EPA Substance Registry System: allyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside(120142-50-9)

Safety Data

• Hazardous Substances Data: 120142-50-9(Hazardous Substances Data)

Upstream product

• 1125-88-8 benzaldehyde dimethyl acetal 
• 114853-29-1 allyl 2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 10028-45-2 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl bromide 
• 10022-13-6 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose 
• 72333-26-7 allyl 3,4,6-tri-O-acetyl-2-deoxy-2-N-phthalimido-β-D-glucopyranoside 

Downstream Products

• 157567-47-0 C₅₅H₆₂N₂O₁₅Si 
• 157567-48-1 C₄₉H₄₈N₂O₁₅ 
• 157567-45-8 Acetic acid (2R,3S,4R,5R,6S)-2-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-4-yl ester 
• 157567-46-9 Acetic acid (2S,3R,4R,5S,6R)-2-acetoxy-6-benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester 
• 157567-43-6 Acetic acid (2R,3R,4R,5S,6R)-2-allyloxy-6-benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester 
• 157567-44-7 Acetic acid (2R,3S,4R,5R,6R)-2-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-hydroxy-tetrahydro-pyran-4-yl ester 
• 162740-66-1 C₇₀H₇₅NO₁₉ 
• 139302-31-1 Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-2-[(2R,3R,4R,5S,6R)-2-allyloxy-6-benzyloxymethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-5-hydroxy-tetrahydro-pyran-4-yloxy]-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester 
• 205987-10-6 Acetic acid (2R,3R,4R,5S,6R)-2-allyloxy-6-benzyloxymethyl-5-((2R,3R,4R,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yloxy)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester 

Relevant articles and documents

The development of new molecular tools containing a chemically synthesized carbohydrate ligand for the elucidation of carbohydrate roles via photoaffinity labeling: Carbohydrate-protein interactions are affected by the structures of the glycosidic bonds and the reducing-end sugar

Photoaffinity labeling technology is a highly efficient method for cloning carbohydrate-binding proteins. When the carbohydrate probes are synthesized according to conventional methods, however, the reducing terminus of the sugar is opened to provide an acyclic structure. Our continued efforts to solve this problem led to the development of new molecular tools with an oligosaccharide structure that contains a phenyldiazirine group for the elucidation of carbohydrate-protein interactions. We investigated whether carbohydrate-lectin interactions are affected by differences in the glycosidic formation and synthesized three types of molecular tools containing Galp-GlcpNAc disaccharide ligands and a photoreactive group (1, 2, 3). Photoaffinity labeling validated the recognition of the new ligand by different glycosidic bonds. Photoaffinity labeling also demonstrated that both the reducing end sugar and non-reducing end sugar recognized the Erythrina cristagalli agglutinin.

SYNTHESIS OF SELECTIVELY PROTECTED CHITOBIOSE AND CHITOTRIOSE DERIVATIVES FROM ONE PRECURSOR. VERSATILE BUILDING BLOCKS FOR OLIGOSACCHARIDE SYNTHESIS

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