64552-06-3

Basic information

• Product Name: methyl 4,6-O-benzylidene-α-D-galactopyranoside
• Synonyms: methyl 4,6-O-benzylidene-α-D-galactopyranoside
• CAS NO: 64552-06-3
• Molecular Weight: 282.293
• Mol File: 64552-06-3.mol
• Article Data: 60

Chemical Properties

• CAS DataBase Reference: methyl 4,6-O-benzylidene-α-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4,6-O-benzylidene-α-D-galactopyranoside(64552-06-3)
• EPA Substance Registry System: methyl 4,6-O-benzylidene-α-D-galactopyranoside(64552-06-3)

Safety Data

• Hazardous Substances Data: 64552-06-3(Hazardous Substances Data)

Upstream product

• 1125-88-8 benzaldehyde dimethyl acetal 
• 3396-99-4 methyl α-D-galactopyranoside 
• 100-52-7 benzaldehyde 
• 181480-80-8 6-O-tert-butyldimethylsilanyl-1-O-methyl-α-D-galactopyranoside 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 774-48-1 (diethoxymethyl)benzene 
• 1824-94-8 methyl beta-D-galactopyranoside 
• 131433-03-9 methyl 4,6-O-benzylidene-β-D-galactopyranoside 
• 82430-07-7 (2R,4S,5R)-5-((R)-1-Methoxy-2-oxo-ethoxy)-2-phenyl-[1,3]dioxane-4-carbaldehyde 
• 3162-96-7 methyl 4,6-O-benzylidene-β-D-galactopyranoside 
• 82430-07-7 (4S,5R)-5-((R)-1-Methoxy-2-oxo-ethoxy)-2-phenyl-[1,3]dioxane-4-carbaldehyde 
• 22277-65-2 Methyl mannoside 
• 1769-06-8 methyl 2,3,4,6-tetrakis-O-trimethylsilyl-α-D-mannopyranoside 
• 91685-06-2 methyl 2-O-benzoyl-4, 6-O-benzylidene-α-D-mannopyranoside 

Downstream Products

• 93237-53-7 methyl 4,6-O-benzylidene-2,3-di-O-(N-imidazoylsulfonyl)-β-D-galactopyranoside 
• 7177-79-9 methyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside 
• 6988-45-0 methyl 2,3-di-O-p-tolylsulfonyl-4,6-O-benzylidene-β-D-galactopyranoside 
• 151526-84-0 methyl 4,6-O-benzylidene-α-D-galactopyranoside 2,3-bis(methanesulfonate) 
• 216758-62-2 methyl-4,6-O-benzylidene-3-O-(p-methoxybenzyl)-α-D-mannopyranoside 
• 70144-58-0 methyl (2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-4,6-O-benzylidene-α-D-mannopyranoside 
• 688014-95-1 methyl (2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-(1->3)-4,6-O-benzylidene-α-D-mannopyranoside 

Relevant articles and documents

N -Glycosylation with sulfoxide donors for the synthesis of peptidonucleosides

The synthesis of glycopyranosyl nucleosides modified in the sugar moiety has been less frequently explored, notably because of the lack of a reliable method to glycosylate pyrimidine bases. Herein we report a solution in the context of the synthesis of peptidonucleosides. They were obtained after glycosylation of different pyrimidine nucleobases with glucopyranosyl donors carrying an azide group at the C4 position. A methodological study involving different anomeric leaving groups (acetate, phenylsulfoxide and ortho-hexynylbenzoate) showed that a sulfoxide donor in combination with trimethylsilyl triflate as the promoter led to the best yields.

Exploration of the Fluoride Reactivity of Aryltrifluoroborate on Selective Cleavage of Diphenylmethylsilyl Groups

The first known report on the fluoride catalytic reactivity of potassium aryltrifluoroborate is described. The fluoride reactivity of phenyltrifluoroborate was controlled by substituents on the trifluoroborate-attached benzene, such as the methoxy group a

Conformational analysis of the disaccharide methyl a-d-mannopyranosyl-(1→3)-2-O-acetyl-β-D-manno-pyranoside monohydrate

The crystal structure of methyl β-d-mannopyranosyl-(1→3)-2-O-acetyl-β-d-mannopyranoside monohydrate, C15H26O12.H2O, (II), has been determined and the structural parameters for its constituent β-d-mannopyranosyl residue compared with those for methyl β-d-mannopyranoside. Mono-O-acetylation appears to promote the crystallization of (II), inferred from the difficulty in crystallizing methyl β-d-mannopyranosyl-(1→3)-β-d-mannopyranoside despite repeated attempts. The conformational properties of the O-acetyl side chain in (II) are similar to those observed in recent studies of peracetylated mannose-containing oligosaccharides, having a preferred geometry in which the C2—H2 bond eclipses the C O bond of the acetyl group. The C2—O2 bond in (II) elongates by ≈0.02 ? upon O-acetylation. The phi (φ) and psi () torsion angles that dictate the conformation of the internal O-glycosidic linkage in (II) are similar to those determined recently in aqueous solution by NMR spectroscopy for unacetylated (II) using the statistical program MA'AT, with a greater disparity found for (? = ≈16°) than for φ (? = ≈6°).