93414-71-2

Upstream product

• 110-00-9 furan 
• 4291-68-3 1-chloro-2,3,4,6-tetra-O-benzyl-D-glucopyranoside 
• 4196-36-5 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl 4-nitrobenzoate 
• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 
• 13096-62-3 (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one 
• 89025-46-7 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl fluoride 

Downstream Products

• 204068-77-9 C-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)formic acid 
• 1258381-49-5 C₅₈H₅₄O₈ 

Relevant academic research and scientific papers

Furan-based synthesis of C-glycosyl carboxylates

The installation of the 2-furyl ring at the anomeric carbon of 2,3,4,6-tetra-O-benzyl-D-glucopyronose and 2,3:5,6-di-O-isopropylidene-D-mannofuranose is carried out either by addition of 2-lithiofuran to the corresponding lactones either by direct C-glyco

C-Glycosides. 7. Stereospecific C-Glycosylation of Aromatic and Heterocyclic Rings

Stereospecific C-glycosylation of aromatic and heterocyclic rings can be realized by reacting the corresponding organolithium derivatives with benzylated lactones and reducing the so-obtained lactols with triethylsilane in the presence of boron trifluorid

Retention of Configuration in the Coupling of Aluminated Heterocycles with Glycopyranosyl Fluorides

Coupling reactions between glycopyranosyl fluorides and 2-(diethylaluminio)furan and 2-(diethylaluminio)-1-methylpyrrole giving the corresponding sugar heterocycles are observed to proceed with retention of configuration at the anomeric center.Couplings of the same aluminated heterocycles with ribofuranosyl fluorides gave predominantly the β-ribofuranosyl heterocycle.

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.