4258-14-4

Upstream product

• 100-51-6 benzyl alcohol 
• 13242-53-0 acetobromomannose 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 4451-35-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl chloride 

Downstream Products

• 82703-48-8 3,4,6-tri-O-benzyl-1,2-O-(1-benzyloxyethylidene)-β-D-mannopyranose 
• 98493-43-7 (3aS,5R,6S,7S,7aS)-2-Benzyloxy-5-hydroxymethyl-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6,7-diol 
• 815589-25-4 benzyl 3,4,6-tri-O-benzoyl-α-D-mannopyranoside 
• 815589-36-7 3,4,6-tri-O-benzoyl-1,2-O-(1-benzyloxyethylidene)-β-D-mannopyranose 
• 815589-37-8 benzyl 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranoside 
• 82703-48-8 3,4,6-tri-O-benzyl-1,2-O-(1-benzyloxyethylidene)-α-D-glucopyranose 
• 53929-30-9 benzyl 3,4,6-tetra-O-benzyl-β-G-glucopyranoside 
• 61134-29-0 benzyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranoside 
• 61134-29-0 benzyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 82703-50-2 benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside 
• 82703-51-3 benzyl 3,4,6-tri-O-benzyl-2-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside 
• 82703-55-7 Acetic acid (2R,3R,4S,5S,6R)-3-acetoxy-2-acetoxymethyl-5-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-6-((2S,3S,4S,5R,6R)-2,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-4-yl ester 
• 82703-49-9 benzyl 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 82703-56-8 (2R,3S,4S,5S,6R)-2-[(2R,3S,4S,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-((2S,3S,4S,5R,6R)-2,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 

Relevant academic research and scientific papers

Efficient Synthesis of α-Glycosyl Chlorides Using 2-Chloro-1,3-dimethylimidazolinium Chloride: A Convenient Protocol for Quick One-Pot Glycosylation

A mild and convenient method for the synthesis of α-glycosyl chlorides in high 80–96 % yields within 15–30 min using 2-chloro-1,3-dimethylimidazolinium chloride (DMC) is disclosed. The method has a wide substrate scope and is compatible with labile OH protecting groups, including benzyl, acetyl, benzoyl, isopropylidene, benzylidene, TBDMS (tert-butyldimethylsilyl), and TBDPS (tert-butyldiphenylsilyl) groups. The excellent α selectivity obtained in this reaction is attributed to in-situ isomerization of β-glycosyl chlorides to the more stable α-glycosyl chlorides, as demonstrated by 1H NMR spectroscopic studies. Disarmed sugars with OBz or OAc groups at C-2 were chlorinated at a faster rate but ismomerized (β→α) at a slower rate than armed sugars with an OBn group at C-2. More importantly, the method enables highly desirable one-pot glycosylation reactions to take place, thus allowing efficient syntheses of disaccharides and simple O-glycosylated sugars in high overall yields without the need for separation or purification of the α-glycosyl chloride donors. This method will be especially useful for direct glycosylation reactions using glycosyl chloride donors that are unstable upon separation and purification.

Environmentally benign synthesis of sugar orthoesters promoted by anhydrous sodium acetate and ultrasound

A convenient and alternative procedure for the synthesis of sugar orthoesters from glycosyl bromides with anhydrous sodium acetate as base under ultrasound irradiation is described. Various sugar and sugar-sugar orthoesters were prepared in 70%-91% isolat

An environmentally benign and practical synthesis of sugar orthoesters promoted by potassium fluoride

An extremely practical method for synthesis of sugar orthoesters has been developed without using any organic amines or heavy metals as additives. Various sugar orthoesters were prepared in good yields by the reaction of an acylated glycosyl bromide and a

The synthesis and characterization of 2-O-(6-O-L-glycero-α,β-D-manno-heptopyranosyl-α-D-glucopyranosyl)-α,β-D-glucopyranose

The title compounds were synthesized, and appropriate derivatives were characterized by GLC, GLC-MS, and NMR spectroscopy.The GLC and GLC and GLC-MS data proved 2-O-(6-O-L-glycero-α-D-manno-heptopyranosyl-α-D-glucopyranosyl)-D-glucopyranose to be a consti

SYNTHESIS OF LINEAR D-MANNOTETRAOSE AND D-MANNOHEXAOSE, PARTIAL STRUCTURES OF THE CELL-SURFACE D-MANNAN OF Candida albicans AND Candida utilis

Syntheses of linear D-manno-oligosaccharides, O-α-Man-(1-2)-O-α-Man-(1-2)-O-α-Man-(1-2)-Man and O-α-Man-(1-2)-O-α-Man-(1-2)-O-α-Man-(1-2)-O-α-Man-(1-2)-Man, which correspond to part of the structure of the cell-wall D-mannan chain of Candida utilis and Ca