ChemicalBook > CAS DataBase List > 2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOPYRANOSE

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
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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)
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
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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.

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N-Bromosuccinimide Price

Alfa Aesar
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
Alfa Aesar
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
TRC
Product number
P992030
Product name
2,3,4,6-Tetra-O-benzyl-α-D-glucopyranose
Packaging
100mg
Price
$60
Updated
2021/12/16
TRC
Product number
P992030
Product name
2,3,4,6-Tetra-O-benzyl-α-D-glucopyranose
Packaging
500mg
Price
$90
Updated
2021/12/16
Usbiological
Product number
294905
Product name
2,3,4,6-Tetra-O-benzoyl-D-glucopyranose
Packaging
100mg
Price
$375
Updated
2021/12/16
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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

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

Zhejiang Synose Tech Co., Ltd.
Tel
0579-89172082 18720986928
Fax
0579-89172082
Email
191094223@qq.com
Country
China
ProdList
66
Advantage
58
Shanghai Jinli Pharmaceutical Co.,Ltd.
Tel
+86-021-57256005 +86-15921811235
Email
chang@shjlchem.com
Country
China
ProdList
9
Advantage
58
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
TAIYUAN RHF CO.,LTD.
Tel
+86 351 7031519
Fax
+86 351 7031519
Email
sales@RHFChem.com
Country
China
ProdList
2338
Advantage
56
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44688
Advantage
61
Jia Xing Isenchem Co.,Ltd
Tel
0573-85285100 18627885956
Fax
0573-85285100
Email
isenchem@163.com
Country
China
ProdList
9513
Advantage
66
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
10186
Advantage
62
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
chenyj@titansci.com
Country
China
ProdList
14103
Advantage
59
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View Lastest Price from 2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOPYRANOSE manufacturers

Xinxiang Aurora Biotechnology Co.,Ltd.
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
WUHAN FORTUNA CHEMICAL CO., LTD
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
Hebei Weibang Biotechnology Co., Ltd
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

6564-72-3, 2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOPYRANOSERelated Search:


  • 2,3,4,6-Tetra-O-benzyl-alpha-D-glucose (for Voglibose)
  • Voglibose int
  • Voglibose Impurity 1
  • 2,3,4,6-Tetra-O-benzyl-D-glycopyranose
  • 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 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