51921-33-6

Basic information

• Product Name: 1,2,3,4-tetra-O-acetyl-D-fucopyranose
• Synonyms: 1,2,3,4-tetra-O-acetyl-D-fucopyranose
• CAS NO: 51921-33-6
• Molecular Weight: 332.307
• Mol File: 51921-33-6.mol

Chemical Properties

• CAS DataBase Reference: 1,2,3,4-tetra-O-acetyl-D-fucopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4-tetra-O-acetyl-D-fucopyranose(51921-33-6)
• EPA Substance Registry System: 1,2,3,4-tetra-O-acetyl-D-fucopyranose(51921-33-6)

Safety Data

• Hazardous Substances Data: 51921-33-6(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 24332-96-5 2,3,4-Tri-O-acetyl-α-L-fucopyranosyl chloride 
• 134-96-3 syringic aldehyde 
• 498-02-2 1-(3-methoxy-4-hydroxyphenyl)ethanone 
• 2478-38-8 1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone 
• 6546-65-2 4',5-diacetoxy-7-[hexa-O-acetyl-(2-O-α-L-rhamnopyranosyl-β-D-glucopyranosyl)oxy]flavone 

Downstream Products

• 189135-52-2 4-methoxy-3-(2,3,4-tri-O-acetyl-β-L-fucopyranosyl)toluene 
• 127061-10-3 phenyl 2,3,4-tri-O-acetyl-1-thio-L-fucopyranoside 
• 848827-56-5 p-methylphenyl 2,3,4-tri-O-acetyl-1-thio-L-fucopyranoside 
• 69558-02-7 Ethyl 2,3,4-tri-O-acetyl-1-thio-α/β-L-fucopyranoside 
• 263148-79-4 Acetic acid (2R,3R,4R,5R,6S)-4,5-diacetoxy-2-(5-bromomethyl-2-methoxy-phenyl)-6-methyl-tetrahydro-pyran-3-yl ester 
• 226944-30-5 (2S,4S,5R,6R)-5-Acetylamino-2-{2,4-dimethoxy-5-[4-methoxy-3-((2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yl)-benzyl]-phenyl}-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 263148-81-8 (2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-{2,4-dimethoxy-5-[4-methoxy-3-((2R,3R,4R,5R,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yl)-benzyl]-phenyl}-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 84635-55-2 methyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside 
• 110224-78-7 methyl 2,3,4-tri-O-acetyl-1-thio-β-L-rhamnopyranoside 
• 108740-74-5 phenyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside 
• 95580-90-8 2,3,4-tri-O-acetyl-6-deoxy-α-L-mannopyranosyl azide 
• 95580-98-6 2,3,4-Tri-O-acetyl-β-L-rhamnopyranosyl azide 
• 5158-64-5 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl bromide 
• 69558-02-7 ethyl 2,3,4-tri-O-acetyl-1-thio-β-L-rhamnopyranoside 

Relevant articles and documents

A straightforward access to neohesperidose from naringin by acetolysis. Comparative behaviour of some flavonoid neohesperidosides and rutinosides under acetolysis

A straightforward semisynthesis of neohesperidose was performed in three-steps with 43% overall yield starting from naringin, the main flavonoid of grapefruit. In addition, the behaviour of two pairs of flavonoid 7-O-rhamnoglucosides (neohesperidosides naringin and rhoifolin; rutinosides hesperidin and diosmin) under same acetolysis conditions was compared. Results demonstrated the crucial influence of the oxidation state of the aglycone (flavanone or flavone), and of the nature of the disaccharidic moiety on the course of the reaction.

Synthesis of aryl glycosides as vir gene inducers of Agrobacterium tumefaciens

Aryl β-glycopyranosides have been synthesized by coupling syringaldehyde (3-methoxyvanillin) with L-fucose, D-galactose, and maltose; acetosyringone (4-hydroxy-3,5-dimethoxyacetophenone) with L-fucose and maltose; acetovanillone (4-hydroxy-3-methoxyacetophenone) with L-fucose; and syringic acid (4-hydroxy-3,5-dimethoxybenzoic acid) with D-galactose. The procedure using peracetylated glycosyl halides and sodium phenolates in aqueous acetone afforded the acetylated β-glycosides, which were deacetylated. Aryl β-glycopyranosides have been synthesized by coupling syringaldehyde (3-methoxyvanillin) with L-fucose, D-galactose, and maltose; acetosyringone (4-hydroxy-3,5-dimethoxyacetophenone) with L-fucose and maltose; acetovanillone (4-hydroxy-3-methoxyacetophenone) with L-fucose; and syringic acid (4-hydroxy-3,5-dimethoxybenzoic acid) with D-galactose. The procedure using peracetylated glycosyl halides and sodium phenolates in aqueous acetone afforded the acetylated β-glycosides, which were deacetylated.