82300-67-2

Basic information

• Product Name: 1-deoxy-1-(C-2',4',6'-trimethoxyphenyl) 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside
• Synonyms: 1-deoxy-1-(C-2',4',6'-trimethoxyphenyl) 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside
• CAS NO: 82300-67-2
• Molecular Weight: 690.833
• Mol File: 82300-67-2.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 1-deoxy-1-(C-2',4',6'-trimethoxyphenyl) 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 1-deoxy-1-(C-2',4',6'-trimethoxyphenyl) 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside(82300-67-2)
• EPA Substance Registry System: 1-deoxy-1-(C-2',4',6'-trimethoxyphenyl) 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside(82300-67-2)

Safety Data

• Hazardous Substances Data: 82300-67-2(Hazardous Substances Data)

Upstream product

• 4291-68-3 1-chloro-2,3,4,6-tetra-O-benzyl-D-glucopyranoside 
• 621-23-8 1,2,3-trimethoxybenzene 
• 4196-36-5 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl 4-nitrobenzoate 
• 96863-21-7 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl dimethylphosphinothioate 
• 74808-07-4 O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl) N,2,2-tri-(4-chlorophenyl)acetamidate 
• 125343-69-3 2,3,4,6-tetra-O-benzyl-1-O-(trifluoroacetyl)-α-D-glucopyranose 
• 124647-05-8 1-α-O-(3,5-dinitro-benzoyl)-2,3,4,6-tetra-O-benzyl-D-glucopyranose 
• 213202-71-2 (2R,3R,4S,5R,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-(4-methoxy-phenyltellanyl)-tetrahydro-pyran 
• 141196-74-9 1-trifluoroacetoxy-2,3,4,6-tetra-O-benzyl-α,β-D-glucopyranoside 
• 604-69-3 β-D-glucose pentaacetate 
• 80300-30-7 1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-glucopyranose 
• 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 

Downstream Products

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

Relevant articles and documents

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.

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.

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

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.