66963-60-8

Basic information

• Product Name: 1,6-anhydro-3-O-benzyl-β-D-glucopyranose
• Synonyms: 1,6-anhydro-3-O-benzyl-β-D-glucopyranose
• CAS NO: 66963-60-8
• Molecular Weight: 252.267
• Mol File: 66963-60-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1,6-anhydro-3-O-benzyl-β-D-glucopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6-anhydro-3-O-benzyl-β-D-glucopyranose(66963-60-8)
• EPA Substance Registry System: 1,6-anhydro-3-O-benzyl-β-D-glucopyranose(66963-60-8)

Safety Data

• Hazardous Substances Data: 66963-60-8(Hazardous Substances Data)

Upstream product

• 10548-46-6 1,6-anhydro-2,3,4-tri-O-benzyl-β-D-glucopyranose 
• 42926-89-6 1,2-O-isopropylidene-3-O-benzyl-α-D-glucofuranose 
• 101475-83-6 3-O-benzyl-1,2;5,6-di-O-isopropylidene-α-D-glucofuranoside 
• 582-52-5 1,2:5,6-diacetone-D-glucose 
• 882689-03-4 Benzoic acid (S)-2-((3aR,5S,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-methanesulfonyloxy-ethyl ester 
• 53008-65-4 methyl 2,3,4-tri-O-benzyl-D-glucopyranoside 
• 868078-60-8 (3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-oxiranyl-tetrahydro-furo[2,3-d][1,3]dioxole 
• 111-96-6 diethylene glycol dimethyl ether 

Downstream Products

• 1350618-70-0 1,6-anhydro-2,4-di-O-acetyl-3-O-benzyl-β-D-glucopyranose 
• 1350618-82-4 3-O-benzyl-1-thio-α-D-glucopyranose 
• 498-07-7 levoglucosan 
• 23567-05-7 1,6-Anhydro-2,3,4-tri-O-benzoyl-β-D-glucopyranose 

Relevant articles and documents

Regioselective de-O-benzylation of monosaccharides

Poly-O-benzylated sugars are regioselectively debenzylated using CrCl2/LiI in moist EtOAc. A predictive, three-point coordination model is proposed.

Synthesis of α-glycosyl thiols by stereospecific ring-opening of 1,6-anhydrosugars

Treatment of 1,6-anhydrosugars with commercially available bis(trimethylsilyl) sulfide in the presence of trimethylsilyl triflate led to the formation of α-glycosyl thiols. All the reactions were highly stereoselective and afforded the α-glycosyl thiols in good to excellent yields. By this procedure, a variety of 1,6-anhydrosugars, differing in their sugar units, glycosidic linkages, and protecting group pattern, were converted smoothly into the corresponding α-glycosyl thiols, which could be of great utility in thioglycoside chemistry. It is noteworthy that 1,6-anhydrosugars carrying the 2-O-acyl group and 1,6-anhydrosugar-containing oligosaccharides could also be ring-opened stereospecifically under the same conditions to give rise to the corresponding 1-thiosugars in high yields. Thus, a very concise and efficient access to α-glycosyl thiols of great value was established (Figure presented).

Heparin oligosaccharides

The present invention provides composition and methods for the synthesis of low molecular weight heparins and heparinoids. The present invention also provides compositions having substantially homogenous populations of desired heparin molecules, or molecu