82300-67-2

Upstream product

• 131531-76-5 p-methylphenyl 2,3,4,6-tetra-O-benzyl-thio-β-D-glucopyranoside 
• 1152-39-2 p-methylphenyl 1-thio-β-D-glucopyranoside 
• 28244-94-2 p-tolyl-2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside 
• 80300-30-7 1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-glucopyranose 
• 621-23-8 1,2,3-trimethoxybenzene 
• 604-69-3 β-D-glucose pentaacetate 
• 141196-74-9 1-trifluoroacetoxy-2,3,4,6-tetra-O-benzyl-α,β-D-glucopyranoside 
• 6564-72-3 2,3,4,6-tetra-O-benzyl-D-glucopyranose 
• 213202-73-4 2,3,4,6-tetra-O-benzyl-1-O-methanesulfonyl-D-glucopyranoside 
• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 
• 201593-51-3 5,5-Dimethyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-[1,3,2]dioxaphosphinane 2-oxide 
• 213202-71-2 (2R,3R,4S,5R,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-(4-methoxy-phenyltellanyl)-tetrahydro-pyran 
• 124647-05-8 1-α-O-(3,5-dinitro-benzoyl)-2,3,4,6-tetra-O-benzyl-D-glucopyranose 
• 125343-69-3 2,3,4,6-tetra-O-benzyl-1-O-(trifluoroacetyl)-α-D-glucopyranose 

Downstream Products

• 21794-66-1 1,6,7-trihydroxy-3-methoxylxanthone-2-C-β-D-glucopyranoside 
• 86762-94-9 2,4,6-Trimethoxy-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)benzene 
• 89648-16-8 β-D-glucopyranosyl-2,4,6-trimethoxybenzene 

Relevant academic research and scientific papers

Cp2ZrCl2-AgClO4: Efficient Promoter for the Friedel-Crafts Approach to C-Aryl Glycosides

Combination of Cp2ZrCl2-AgClO4 is highly effective for promoting the Friedel-Crafts coupling of glycosyl fluoride and aromatic compounds.Regiochemical aspects of the reactions of some naphthalene derivatives are described.

Aromatic and heterocyclic 1-C-substituted derivatives of 1,5-anhydro-D-glucitol.

Reaction of anomeric 1-O-acyl and 1-halide derivatives of 2,3,4,6-tetra-O-benzyl-D-glucose with anisole, ferrocene, thiophene, furan, and 1,3,5-trimethoxybenzene in the presence of a Lewis acid gives the corresponding C-beta-D-glucopyranosyl derivatives.

Total synthesis of mangiferin, homomangiferin, and neomangiferin

Total synthesis of mangiferin, homomangiferin, and neomangiferin, three C-glycosyl xanthone natural products with a wide spectrum of pharmacological effects, has been achieved starting from 2,3,4,6-tetra-O-benzyl-α/β-d-glucopyranose. The key steps involve a stereoselective Lewis acid promoted C-glycosylation of protected phloroglucinol with tetrabenzylglucopyranosyl acetate and a highly regioselective base-induced cyclization for the construction of the core xanthone skeleton.

Metallocene bis(perfluoroalkanesulfonate)s as air-stable cationic Lewis acids

Zirconocene and titanocene bis(perfluorooctanesulfonate)s were synthesized. In contrast to the corresponding triflates and perchlorates, these compounds are air- and water-stable. They were proved to be ionic on the basis of conductivity measurements and X-ray analysis, allowing these complexes to be stored for months. The strong Lewis acidity of these cationic metallocene species, which was proved by ESR study, enabled catalytic glycosylation.

Synthesis of C-glycosides from S-glycosyl phosphorothioates

Treatment of O-benzyl protected S-glucosyl phosphorothioates with 1,3,5-trimethoxybenzene in the presence of iodine or boron trifluoride etherate led to appropriate aryl C-β-D-glucosides. The reaction of O-benzyl and O-acetyl-protected phosphorothioates o

Dehydrative glycosylation with activated diphenyl sulfonium reagents. Scope, mode of C(1)-hemiacetal activation, and detection of reactive glycosyl intermediates

The development of a method for direct dehydrative glycosylations with 1-hydroxyglycosyl donors employing the reagent combination of triflic anhydride and diphenyl sulfoxide is described. The one-pot coupling method is a facile process which is applicable

Application of the versatile character of the tellurium atom for the synthesis of C-nucleoside analogues via sugar tellurides

Making use of the versatile character of the tellurium atom such as its radicophilicity, nucleophilicity and electrophilicity, D-ribofuranosyl, 2-deoxy-D-ribofuranosyl and D-glucosyl p-methoxyphenyl tellurides have been prepared. Under suitable conditions, the corresponding anomeric radical, anomeric cation and anomeric anion, respectively, are formed from the sugar tellurides. By the following coupling reactions of the anomeric radical and anomeric cation to electron-poor and electron-rich aromatics, respectively, the corresponding C-nucleoside analogues have been synthesized in moderate yields. The anomeric anion has also been trapped by an electrophile such as benzaldehyde.

An efficient glycosylation reaction of 1-hydroxy sugars with various nucleophiles using a catalytic amount of activator and hexamethyldisiloxane

In the presence of hexamethyldisiloxane and anhydrous calcium sulfate, a catalytic amount of activator such as tin(II) trifluoromethanesulfonate, ytterbium trifluoromethanesulfonate, lanthanum trifluoromethanesulfonate or tin(II) chloride smoothly promote

New Synthetic Methods and Reagents for Complex Carbohydrates. IX. Aryl D-Glucopyranosides and 1-Aryl-1-deoxy-D-glucopyranoses from 2,3,4,6-Tetra-O-benzyl-α-D-glucopyranosyl Dimethylphosphinothioate

The reactions of 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl dimethylphosphinothioate and phenolic compounds gave the corresponding aryl α-D-glucopyranosides predominantly in good yields, even when the trimethylsiloxy derivatives of benzene, which are known

STUDIES ON C-GLYCOSIDES. XIII. C-GLUCOSIDES FROM O-GLUCOSYL 3,5-DINITRO BENZOATE

From O-glucopyranosyl 3,5-dinitro benzoate (1) and aryl ethers C-glucosides were obtained stereoselectively in the presence of Lewis acid in high yield.In most cases, the β-anomer was formed.