30572-04-4

Basic information

• Product Name: 1,2,4,6-tetra-O-benzoyl-3-O-benzyl-β-D-glucopyranoside
• Synonyms: 1,2,4,6-tetra-O-benzoyl-3-O-benzyl-β-D-glucopyranoside
• CAS NO: 30572-04-4
• Molecular Weight: 686.715
• Mol File: 30572-04-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,2,4,6-tetra-O-benzoyl-3-O-benzyl-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,4,6-tetra-O-benzoyl-3-O-benzyl-β-D-glucopyranoside(30572-04-4)
• EPA Substance Registry System: 1,2,4,6-tetra-O-benzoyl-3-O-benzyl-β-D-glucopyranoside(30572-04-4)

Safety Data

• Hazardous Substances Data: 30572-04-4(Hazardous Substances Data)

Upstream product

• 101475-83-6 3-O-benzyl-1,2;5,6-di-O-isopropylidene-α-D-glucofuranoside 
• 18685-18-2 3-O-benzyl-1,2-5,6-O-diisopropylidene-α-D-glucofuranose 
• 100-39-0 benzyl bromide 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 591727-19-4 1-2,5-6 di-O-isopropylidene 3-O-benzyl α(D)gluco-pentoaldofuranose 
• 98-88-4 benzoyl chloride 
• 582-52-5 1,2:5,6-diacetone-D-glucose 
• 65877-63-6 3-O-benzyl-D-glucopyranose 
• 10230-17-8 O³-benzyl-D-glucose 

Downstream Products

• 72076-17-6 1,2,4,6-tetra-O-benzoyl-β-D-glucopyranoside 
• 205869-99-4 Benzoic acid (2R,3S,4S,5R,6R)-5-acetoxy-2-octyloxy-4-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-6-((2S,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-3-yl ester 
• 205869-95-0 octyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->3)-2,4,6-tri-O-benzoyl-β-D-mannopyranoside 
• 205869-94-9 octyl 4-O-acetyl-2-O-benzoyl-3-O-benzyl-6-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-β-D-mannopyranoside 
• 205869-93-8 octyl 2-O-benzoyl-3-O-benzyl-6-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-β-D-mannopyranoside 
• 205869-97-2 octyl 4-O-acetyl-2-O-benzoyl-6-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-β-D-mannopyranoside 
• 205869-90-5 octyl 2,4,6-tri-O-benzoyl-3-O-benzyl-β-D-mannopyranoside 
• 205869-92-7 octyl 2,4,6-tri-O-benzoyl-β-D-mannopyranoside 
• 205869-89-2 octyl 4,6-di-O-benzoyl-3-O-benzyl-β-D-mannopyranoside 
• 205869-83-6 1,5-anhydro-2,4,6-tri-O-benzoyl-3-O-benzyl-D-arabino-hex-1-enitol 
• 205869-91-6 octyl 2-O-benzoyl-3-O-benzyl-β-D-mannopyranoside 

Relevant articles and documents

ACIDIC DYSTROGLYCAN OLIGOSACCHARIDE COMPOUND AND METHOD FOR MAKING SAME

A synthetic dystroglycan oligosaccharide comprising Formula (I) wherein a repeating disaccharide motif consists of Glucuronic Acid (ClcA) and Xylose (Xyl) having a defined glycosyl connection GlcA-β-(1→3)-Xyl-α-(1→3)-GlcA; wherein either end of the synthetic dystroglycan oligosaccharide is conjugatable with chemical or biological vehicle or support; wherein the non-reducing terminal (II) is conjugatable with any oligosaccharides or groups that can modify a hydroxyl functionality; and wherein the reducing terminal is conjugatable with any tags, oligosaccharides or anything that can modify a hydroxyl functionality.

4,6-Di-O-benzoyl-3-O-benzyl-α-D-arabino-hexo-pyranos-2-ulosyl bromide: A conveniently accessible glycosyl donor for the expedient construction of diantennary β-D-mannosides branched at O-3 and O-6

A concise practical, large scale-adaptable six-step sequence has been developed for the transformation of diacetone-glucose into 4,6-di-O-benzoyl- 3-O-benzyl-α-D-arabino-hexo-pyranos-2-ulosyl bromide (7), a most useful indirect β-D-mannosyl donor as its blocking group pattern allows the construction of biologically relevant β-D-mannosides branched at O-3 and O- 6. The broad utility of this new ulosyl bromide 7 resides in its high anomeric reactivity, and in the ease and uniformity with which β- stereocontrol can be achieved over both, glycosidations and carbonyl reduction of the β-ulosides formed: Koenigs-Knorr conditions exclusively provide β-glycosiduloses, hydride reduction of their carbonyl functions proceeds with high stereoselectivities (> 20:1) in favor of the β-D- mannosides. These preparatively auspicious properties are materialized in an efficient, straightforward synthesis of α-D-Manp-(1 → 6)-[α-D-Manp-(1 → 3)]-β-D-Manp-(1 → O)-Octyl, the 3,6-O-branched core-mannotrioside carrying an octyl spacer instead of the chitobiosyl unit.