82659-55-0

Basic information

• Product Name: 3-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)prop-1-ene
• Synonyms: 3-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)prop-1-ene
• CAS NO: 82659-55-0
• Molecular Weight: 564.722
• Mol File: 82659-55-0.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 3-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)prop-1-ene(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)prop-1-ene(82659-55-0)
• EPA Substance Registry System: 3-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)prop-1-ene(82659-55-0)

Safety Data

• Hazardous Substances Data: 82659-55-0(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 133697-14-0 2,6-anhydro-7,8,9-trideoxy-D-glycero-L-galacto-non-8-enitol 
• 219646-55-6 2-S-(2,3,4,6-Tetra-O-benzyl-α-D-galactopyranosyl)-2-oxo-5,5-dimethyl-1,3,2-dioxaphosphorinane 
• 762-72-1 allyl-trimethyl-silane 
• 53008-63-2 methyl 2,3,4,6-tetra-O-benzyl-α-D-galactopyranoside 
• 147242-49-7 (4-Nitro-phenyl)-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methanone 
• 3866-62-4 2,3,4,6-tetrakis-O-(phenylmethyl)-1-O-acetyl-α-D-galactopyranose 
• 117307-18-3 phenyl (2,3,4,6-tetra-O-benzyl)-1-thio-β-D-galactopyranoside S-oxide 
• 53263-18-6 allyl 2,3,4,6-tetra-O-acetyl-α-D-galactopyranoside 
• 3396-99-4 methyl α-D-galactopyranoside 
• 25878-60-8 D-galactose pentaacetate 
• 201279-58-5 1-deoxy-1-allyl-2,3,4,6-tetra-O-acetyl-D-galactopyranoside 
• 82598-84-3 2,3,4,6-tetra-O-benzyl-D-galactonolactone 
• 1730-25-2 allylmagnesium bromide 

Downstream Products

• 217314-49-3 (3aR,5R,6S,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2-iodomethyl-hexahydro-furo[3,2-b]pyran 
• 341013-74-9 C₅₀H₆₂N₂O₇ 
• 618387-41-0 1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2-propanol 
• 53263-18-6 allyl 2,3,4,6-tetra-O-acetyl-α-D-galactopyranoside 
• 450370-39-5 3-((2R,3S,4R,5S,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)propanal 
• 799267-93-9 trans-2,3,4,6-tetra-O-benzyl-1-deoxy-1-(prop-1'-enyl)-α-D-galactopyranose 
• 1173887-85-8 C₃₉H₄₂O₇ 
• 1182839-34-4 (2R)-1-[methyl 2,3,4-tri-O-benzyl-α-D-xylopyranosidyl]-6-[2,3,4,6-tetra-O-benzyl-1-deoxy-α-D-1-C-galactopyranosyl]-4-hexen-2-ol 

Relevant articles and documents

Highly Stereoselective Approaches to α- and β-C-Glycopyranosides

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Ultrasound-assisted synthesis of C-glycosides

A significant rate enhancement was observed in the preparation of allyl and allenyl-C-glycosides from glycosyl acetate or methyl O-glycoside precursors when ultrasound irradiation was employed as an energy source. The C-glycosides were obtained in 77-96%

Studies on the stereoselective synthesis of C-allyl glycosides

(Equation Presented) An investigation was carried out to explore the use of sulfoxide donors as common precursors to stereoisomeric C-glycoconjugates of glycoprotein and glycolipid tumor antigens. A study focusing on the effects of reaction conditions and substrate structure on the stereoselectivity of allylation was carried out. Although conditions were realized to selectively afford α-allylation products in good to excellent yields, the search for conditions favoring β-selectivity proved less successful.