52260-48-7

Usage

Uses

Used in Pharmaceutical Industry:
Methyl 4,6-O-Benzylidene-3-O-methyl-α-D-mannopyranoside is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows for the creation of complex molecules with potential therapeutic applications.
Used in Carbohydrate Chemistry:
In the field of carbohydrate chemistry, Methyl 4,6-O-Benzylidene-3-O-methyl-α-D-mannopyranoside is used as a building block for the synthesis of more complex carbohydrate structures. Its versatility in chemical reactions makes it a valuable compound for researchers working on the development of new carbohydrate-based materials.
Used in Synthesis of Mannooligosaccharides:
Methyl 4,6-O-Benzylidene-3-O-methyl-α-D-mannopyranoside is used as a key compound in the synthesis of mannooligosaccharides related to Mycobacterium smegmatis via dehydrative glycosylation. These mannooligosaccharides have potential applications in the development of new drugs and vaccines targeting Mycobacterium smegmatis, a bacterium that is closely related to Mycobacterium tuberculosis, the causative agent of tuberculosis.

InChI:InChI=1/C15H20O6/c1-17-13-11(16)15(18-2)20-10-8-19-14(21-12(10)13)9-6-4-3-5-7-9/h3-7,10-16H,8H2,1-2H3

Upstream product

• 81825-61-8 methyl 2-O-acetyl-4,6-O-benzylidene-3-O-methyl-α-D-galactopyranoside 
• 4148-58-7 (4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 
• 74-88-4 methyl iodide 
• 27552-06-3 methyl 3-O-methyl-α-D-mannopyranoside 
• 774-48-1 (diethoxymethyl)benzene 

Downstream Products

• 81825-63-0 methyl 2-O-benzyl-4,6-O-benzylidene-3-O-methyl-α-D-galactopyranoside 
• 96779-99-6 methyl 4,6-O-benzylidene-3-O-methyl-2-O-(trifluoromethanesulfonyl)-α-D-mannopyranoside 
• 128503-61-7 Methyl 2-O-(3-methoxybenzyl)-3,4,6-tri-O-methyl-α-D-mannopyranoside 
• 74426-45-2 2,3,4,6-tetra(p-chlorobenzyl)-α-D-mannopyranosyl-(1->1)-2,3,4,6-tetra(p-chlorobenzyl)-α-D-mannopyranoside 
• 187083-12-1 methyl 2,6-dibenzyl-3-methyl-α-D-mannopyranoside 
• 187732-24-7 methyl 2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside 
• 461659-10-9 (2R,3R,4S,5S,6S)-3-Allyloxy-5-benzyloxy-2-benzyloxymethyl-4,6-dimethoxy-tetrahydro-pyran 
• 461658-97-9 methyl 4-allyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside 
• 461658-85-5 methyl 2,3,4,6-tetra(p-chlorobenzyl)-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside 
• 461658-99-1 methyl 2,3,4,6-tetrabenzyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside 
• 461659-00-7 methyl 2,3,4,6-tetra(p-chlorobenzyl)-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside 
• 89177-18-4 methyl 2,4-di-O-benzyl-3-O-methyl-α-D-mannopyranoside 
• 187732-23-6 methyl 4-acetyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside 
• 96779-64-5 methyl 4,6-O-benzylidene-2-deoxy-3-O-methyl-α-D-erythro-hex-2-enopyranoside 

Relevant academic research and scientific papers

Synthesis of methyl O-α-D-mannosyl-(1→4)-[(3-O-methyl-α-D-mannosyl) -(1→4)-]n3-O-methyl-α-D-mannosides (n = 0, 1, and 2) via dehydrative glycosylation

Methyl O-α-D-mannopyranosyl-(1→4)-[(3-O-methyl-α-D-mannopyranosyl -(1→4)-]n3-O-methyl-α-D-mannopyra-nosides (n = 0, 1, and 2), the lowest homologs related to the 3-O-methylmannose polysaccharides (MMP) from Mycobacterium smegmatis, were synthesized via dehydrative glycosylation reactions. The reagent systems, composed of p-nitrobenzenesulfonyl chloride, silver trifluoromethanesulfonate, and triethylamine, of p-nitrobenzenesulfonyl chloride, silver trifluoromethanesulfonate, and 1, 8-diazabicyclo[5.4.0]undec-7-ene, and of trimethylsilyl trifuloromethanesulfonate and pyridine were useful.

Synthesis of a hexasaccharide acceptor corresponding to the reducing terminus of mycobacterial 3-O-methylmannose polysaccharide (MMP)

The title compound methyl O-(2,6-di-O-benzyl-3-O-methyl-α-D-mannopyranosyl)-[( 1 → 4)-O-(2,6-di-O-benzyl-3-O-methyl-α-D-mannopyranosyl)]4-(1 → 4)-2,6-di-O-benzyl-3-O-methyl-α-D mannopyranoside (2) was synthesized in a blockwise manner, employin

ALKYLATION OF METHYL 4,6-O-BENZYLIDENE-α-D-GALACTOPYRANOSIDE

The partial alkylation of methyl 4,6-benzylidene-α-D-galactopyranoside in dimethylformamide and dimethyl sulfoxide in the presence of barium oxide and hydroxide is described.It has been shown that methylation and benzylation lead predominantly to the 3-al