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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
Molecular Weight:
540.66
MDL Number:
MFCD00066004
MOL File:
6564-72-3.mol
Last updated:2024-11-11 15:12:08

2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOPYRANOSE Properties

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

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Safety Statements  22-24/25
WGK Germany  3
NFPA 704
1
0 0

2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOPYRANOSE price More Price(28)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Alfa Aesar H31595 2,3,4,6-Tetra-O-benzyl-alpha-D-glucopyranose, 98% 6564-72-3 1g $55.65 2024-03-01 Buy
Alfa Aesar H31595 2,3,4,6-Tetra-O-benzyl-alpha-D-glucopyranose, 98% 6564-72-3 5g $180.65 2024-03-01 Buy
TRC P992030 2,3,4,6-Tetra-O-benzyl-α-D-glucopyranose 6564-72-3 100mg $60 2021-12-16 Buy
TRC P992030 2,3,4,6-Tetra-O-benzyl-α-D-glucopyranose 6564-72-3 500mg $90 2021-12-16 Buy
Usbiological 294905 2,3,4,6-Tetra-O-benzoyl-D-glucopyranose 6564-72-3 100mg $375 2021-12-16 Buy
Product number Packaging Price Buy
H31595 1g $55.65 Buy
H31595 5g $180.65 Buy
P992030 100mg $60 Buy
P992030 500mg $90 Buy
294905 100mg $375 Buy

2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOPYRANOSE Chemical Properties,Uses,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).

131531-76-5
6564-72-3
Synthesis of 2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOPYRANOSE from β-D-Glucopyranoside, 4-methylphenyl 2,3,4,6-tetrakis-O-(phenylmethyl)-1-thio-

2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOPYRANOSE Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 304)Suppliers
Supplier Tel Email Country ProdList Advantage
Shanghai Jinli Pharmaceutical Co.,Ltd
+86-21-57256005 +86-15921811235 chang@shjlchem.com China 20 58
Hebei Weibang Biotechnology Co., Ltd
+8615531157085 abby@weibangbio.com China 8810 58
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578 sales@hbmojin.com China 12839 58
Xinxiang Aurora Biotechnology Co.,Ltd.
+86-0086-0373-3088722 +8618637352520 info@aurora-biotech.com China 93 58
Capot Chemical Co.,Ltd.
+86-(0)57185586718 +86-13336195806 sales@capot.com China 29791 60
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886 info@dakenam.com China 18777 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21634 55
Shanghai Yingrui Biopharma Co., Ltd.
+86-21-33585366 - 03@ sales03@shyrchem.com CHINA 738 60
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418679 +8618949832763 info@tnjchem.com China 2986 55
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29881 58

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View Lastest Price from 2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOPYRANOSE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2,3,4,6-Tetra-O-Benzyl-D-Glucopyranose pictures 2024-11-26 2,3,4,6-Tetra-O-Benzyl-D-Glucopyranose
6564-72-3
US $0.00-0.00 / Kg 1Kg 98% 20Ton Xinxiang Aurora Biotechnology Co.,Ltd.
2,3,4,6-tetra-O-benzyl-D-glucopyranose pictures 2024-11-22 2,3,4,6-tetra-O-benzyl-D-glucopyranose
6564-72-3
US $0.00 / g 10g 98.0% 500kg/month WUHAN FORTUNA CHEMICAL CO., LTD
2,3,4,6-TETRA-O-BENZYL-D-GLUCOPYRANOSE pictures 2024-11-05 2,3,4,6-TETRA-O-BENZYL-D-GLUCOPYRANOSE
6564-72-3
US $10.00 / kg 1kg 99% 100 mt Hebei Weibang Biotechnology Co., Ltd
2,3,4,6-Tetra-O-benzyl-alpha-D-glucose (for Voglibose) 2,3,4,6-TETRA-O-BENZYL-D-GLUCOPYRANOSIDE 2,3,4,6-TETRA-O-BENZOYL-D-GLUCOPYRANOSE 2,3,4,6-Tetra-O-benzyl-alpha-D-glucose benzylglucopyranose 6-Tetra-O-benzyl-D-glucopyranose 2,3,4,6-tetra-o-benzyl-d-glucose 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 alpha-D-Glucopyranose, 2,3,4,6-tetrakis-O-(phenylMethyl)- a-D-Glucopyranose,2,3,4,6-tetrakis-O-(phenylMethyl)- Voglibose TBG IMpurity (2S,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)Methyl)tetrahydro-2H-pyran-2-ol 2,3,4,6-Tetra-O-benzyl-alpha-D-glucose SynonyMs 2,3,4,6-Tetra-O-benzyl-alpha-D-glucopyranose 2,3,4,6-Tetra-O-benzyl-alpha-D-glucose 2,3,4,6-Tetra-O-benzyl-alpha-D-glucopyranose Voglibose int Voglibose Impurity 1 2,3,4,6-Tetra-O-benzyl-D-glycopyranose Voglibose TBG impurities Voglibose alpha-TBG Impurity 2,3,4,6-Tetra-O-benzyl-α-D-glucopyranose 2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOSE 6564-72-3 2,3,4,6-TETRA-O-BENZYL-D-GLUCOPYRANOSE USP/EP/BP 2,3,4,6-TETRA-O-BENZYL-ALPHA GLUCOPYRANOSE(COM) 2,3,4,6-TETRA-O-BENZYL-D-GLUCChemicalbookOPYRANOSE 2,3,4,6-Tetra-O-benzyl-D-glucopyranose(TBG) 2,3,4,6-Tetrakis-O-(phenylmethyl)-α-D-glucopyranose α-D-Glucopyranose, 2,3,4,6-tetrakis-O-(phenylmethyl)- Tetrabenzyl glucose 2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOPYRANOSE 6564-72-3 Specialty Synthesis Monosaccharides Monosaccharide O-Substituted Sugars Sugars Carbohydrate Synthesis Carbohydrates Biochemicals and Reagents BioChemical Pharmaceutical Intermediates 6564-72-3