Carbohydrate Derivative

2,3,4,6-Tetra-O-Benzyl-D-Glucopyranose


Synonyms: Tetra-O-benzyl-D-glucopyranose; 2,3,4,6-Tetrakis-O-(phenylmethyl)-D-glucopyranose;2,3,4,6-Tetra-O-benzyl-α-D-glucopyranose.

Molecular Formula: C34H36O6

Molecular Weight: 540.66

CAS No.: 6564-72-3,4132-28-9

EC No.: 609-908-7

Molecular structure:

Quality Standard:

Item

Specification

Appearance

Assay (HPLC), %

Melting point, ℃

Specific rotation,  (C=1,CHCl3

Loss on drying, %

Residue on ignition, %

TLC

White to off-white powder or crystalline solid

≥98

147~154

+15.5~22.0

≤1.0

≤0.1

Single spot

Properties: It is a white to offwhite powder or crystalline solid. Insoluble in water£¬slightly soluble in dioxane and soluble in toluene etc.

Uses:This product is an important pharmaceutical intermediates and be used in synthesis voglibose, miglitol, dapagliflozin, and such as valienamine moiety of acarbose, bicyclic spiroacetal unsaturated glucoside of avermectin subunit, methoxy substituted THF synthons of annonaceous aeetogenins, serotype O-antigen oligosaccharides of shigella flexneri, phthalocyanine-glycoconjugates for photodynamic therapy, sugar-drug conjugate for molecular targeted therapies and so on. It also be used to synthesize some bioactive substance, for example, nojirimycin, aminocyclopentitol and tetrahydroimidazopyridines with glycosidase inhibitory activity, aspalathin with plasma glucose-lowering properties, rebeccamycin and glucosylisophosphoramide mustard with anti-tumor activity diosgenin analogue with anticancer activity to cervicouterine, ferrocen-tetrabenzyl glucose conjugate with antimalarial activity, bicyclic carbohydrates possessed activity against Leishmania donovani, glucopyranosyl phosphocholine with antifungal active, flavone glycoside with antioxidant and neuroprotective activities, aza-inositol with protein kinase B inhibitory activity, glucogallin with aldose reductase inhibitory activity, and glucosyl-2-azetidinone with cholesterol absorption inhibitory activity. This product is also used in synthesis arbutin, carminic acid, methoxyphenyl di-D-glucopyranoside as cryoprotectant, 1-O-octyl-D-glucitol as ice recrystallization inhibitor, alkyl glucoside surfactant, amphiphilicity block polymer in ink composition, metallofullerene glycoconjugates and the like. In addition, this product is also used as synthon of 2,3,4,6-tetra-O-benzyl-D-glucono-1,5-lactone, trehalose, disaccharides, glycopeptides, pseudo-fructose, trehazolamine, septanoside, C-glycoside, various glycosylation donors such as 2,3,4,6-tetra-O-benzyl-D-glucopyranosyl trichloroacetimidate, 1-deoxy-1-halo / thio / thiophenyl / isopropyl / trimethylsilane-tetrabenzyl glucose, 1-O-acyl / alkynyl / allyl-tetrabenzyl glucose, etc..
Storage: Maintain in cool, dry containment.

Package: 20kg/drum or as customer require.

Expiration Date: 2 years.


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