2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOPYRANOSE
- Product Name
- 2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOPYRANOSE
- CAS No.
- 6564-72-3
- Chemical Name
- 2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOPYRANOSE
- Synonyms
- Voglibose int;benzylglucopyranose;Tetrabenzyl glucose;Voglibose Impurity 1;Voglibose TBG IMpurity;Voglibose TBG impurities;Voglibose alpha-TBG Impurity;2,3,4,6-tetra-o-benzyl-d-glucose;6-Tetra-O-benzyl-D-glucopyranose;2,3,4,6-Tetra-o-benzyl-D-glucopyransoe
- CBNumber
- CB0234449
- Molecular Formula
- C34H36O6
- Formula Weight
- 540.66
- MOL File
- 6564-72-3.mol
2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOPYRANOSE Property
- Melting point:
- 151-156 °C
- Boiling point:
- 672.4±55.0 °C(Predicted)
- Density
- 1.22
- storage temp.
- Sealed in dry,Store in freezer, under -20°C
- pka
- 11.87±0.70(Predicted)
- Water Solubility
- Soluble in CHCl3. Insoluble in water.
- LogP
- 5.9 at 20℃ and pH6.5
- CAS DataBase Reference
- 6564-72-3(CAS DataBase Reference)
Safety
- Safety Statements
- 22-24/25
- WGK Germany
- 3
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- H31595
- Product name
- 2,3,4,6-Tetra-O-benzyl-alpha-D-glucopyranose, 98%
- Packaging
- 1g
- Price
- $55.65
- Updated
- 2024/03/01
- Product number
- H31595
- Product name
- 2,3,4,6-Tetra-O-benzyl-alpha-D-glucopyranose, 98%
- Packaging
- 5g
- Price
- $180.65
- Updated
- 2024/03/01
- Product number
- P992030
- Product name
- 2,3,4,6-Tetra-O-benzyl-α-D-glucopyranose
- Packaging
- 100mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- P992030
- Product name
- 2,3,4,6-Tetra-O-benzyl-α-D-glucopyranose
- Packaging
- 500mg
- Price
- $90
- Updated
- 2021/12/16
- Product number
- 294905
- Product name
- 2,3,4,6-Tetra-O-benzoyl-D-glucopyranose
- Packaging
- 100mg
- Price
- $375
- Updated
- 2021/12/16
2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOPYRANOSE Chemical Properties,Usage,Production
Description
2,3,4,6-Tetra-O-benzyl-D-glucopyranose is a selectively protected intermediate, where the anomeric 1-O-hydroxyl group is free. This hemiacetal has been used successfully as an intermediate for glucosylation couplings, where it was converted into 2,3,4,6-tetra-O-benzyl-D-glucopyranose trichloroacetimidate using trichloroacetonitrile in the presence of a base such as potassium carbonate and DBU.
Importantly, this imidate donor with no neighbouring participating groups is commonly used for the selective formation of glucosides. 2,3,4,6-tetra-O-benzyl-D-glucopyranose can also be oxidized to the lactone, or reduced to give the open chain form.
Additionally, 2,3,4,6-tetra-O-benzyl-D-glucopyranose can be used for the preparation of glucono-1,5-lactone hydrazine, which was used, in-turn, to form a glucosylidene-spirocyclopropane.
Uses
It is the intermediate of Voglibose/Dapagliflozin. An important D-glucopyranose derivative for glucosylations and other reactions 1,2; Preparation of the α-glucopyranosyl chloride, synthesis of 1-C-α-D-glucopyranose derivatives.
Synthesis
Octa-O-Dissolves benzyl sucrose or octa-O-allyl sucrose in an organic solvent with the addition of hydrochloric acid without prior chromatographic purification, allows it to react for 20-60 minutes at temperatures of 50-60 °C. and then cleans the end product formed by crystallization. (ethanol, isopropanol, acetone, benzene, toluene or mixtures thereof can be used as solvents).
2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOPYRANOSE Preparation Products And Raw materials
Raw materials
Preparation Products
2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOPYRANOSE Suppliers
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View Lastest Price from 2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOPYRANOSE manufacturers
- Product
- 2,3,4,6-tetra-O-benzyl-D-glucopyranose 6564-72-3
- Price
- US $0.00/g
- Min. Order
- 10g
- Purity
- 98.0%
- Supply Ability
- 500kg/month
- Release date
- 2021-07-14
- Product
- 2,3,4,6-Tetra-O-Benzyl-D-Glucopyranose 6564-72-3
- Price
- US $0.00-0.00/Kg
- Min. Order
- 1Kg
- Purity
- 98%
- Supply Ability
- 20Ton
- Release date
- 2024-11-11
- Product
- 2,3,4,6-TETRA-O-BENZYL-D-GLUCOPYRANOSE 6564-72-3
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100 mt
- Release date
- 2024-11-05