| Identification | More | [Name]
2,3,4,6-TETRA-O-BENZYL-D-GLUCOPYRANOSE | [CAS]
6564-72-3 | [Synonyms]
2,3,4,6-TETRA-O-BENZOYL-D-GLUCOPYRANOSE
2,3,4,6-TETRA-O-BENZYL-D-GLUCOPYRANOSE
2,3,4,6-TETRA-O-BENZYL-D-GLUCOPYRANOSIDE
2,3,4,6-Tetra-o-benzyl-D-glucopyransoe
2,3,4,6-Tetra-O-benzyl-a-D-glucopyranose
2,3,4,6-TETRA-O-BENZYL-D-GLUCOPYRANOSE ,GB
2,3,4,6-TETRA-O-ACETYL A-D-GLUCOPYRANOSIDE
2,3,4,6-Tetra-O-benzyl-α-D-glucopyranos | [EINECS(EC#)]
667-304-9 | [Molecular Formula]
C34H36O6 | [MDL Number]
MFCD00066004 | [Molecular Weight]
540.65 | [MOL File]
6564-72-3.mol |
| Chemical Properties | Back Directory | [Melting point ]
151-156 °C
| [Boiling point ]
672.4±55.0 °C(Predicted) | [density ]
1.22 | [storage temp. ]
−20°C
| [form ]
Solid | [pka]
11.87±0.70(Predicted) | [color ]
White to off-white | [Water Solubility ]
Soluble in CHCl3. Insoluble in water. | [InChIKey]
OGOMAWHSXRDAKZ-DLANKZEINA-N | [SMILES]
O([C@@H]1[C@H]([C@@H](O)O[C@H](COCC2C=CC=CC=2)[C@H]1OCC1C=CC=CC=1)OCC1C=CC=CC=1)CC1C=CC=CC=1 |&1:1,2,3,6,16,r| | [LogP]
5.9 at 20℃ and pH6.5 | [CAS DataBase Reference]
6564-72-3(CAS DataBase Reference) |
| Hazard Information | Back Directory | [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). |
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Alfa Aesar
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400-6106006 |
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http://chemicals.thermofisher.cn |
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Energy Chemical
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400-0056266 |
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www.energy-chemical.com |
| Company Name: |
Jia Xing Isenchem Co.,Ltd
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0573-85285100 18627885956 |
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https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm |
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