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

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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

Hebei Mujin Biotechnology Co.,Ltd

Product: 2,3,4,6-TETRA-O-BENZYL-D-GLUCOPYRANOSE 6564-72-3
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 50000KG/month
Release date: 2023-08-24

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

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

(S)-Valiolamine Voglibose Valiolamine (2S,3S,4S,5S)-5-Hydroxy-2,3,4-tris(phenylMethoxy)-5-[(phenylMethoxy)Methyl]-cyclohexanone (R)-Valiolamine Voglibose ETHYL 2,3,4,6-TETRA-O-ACETYL-ALPHA-D-THIOGLUCOPYRANOSIDE Methyl-2,3,5-tri-O-benzoyl-alpha-D-arabinofuranoside 2,3,4,6-TETRA-O-ACETYL-ALPHA-D-MANNOPYRANOSYL AZIDE Methyl beta-D-ribofuranoside 2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSYL ISOTHIOCYANATE 2-Deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-β-D-glucopyranosyl azide 3,4,6-Triacetate FMOC-SER(GALNAC(AC)3-ALPHA-D)-OH Penta-O-benzoyl-alpha-D-mannopyranose 2-Deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-α-D-glucopyranosyl azide 3,4,6-Triacetate FMOC-THR(GALNAC(AC)3-ALPHA-D)-OH D-Galactose 2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl bromide 2,3,4,6-Tetra-O-acetyl-alpha-D-galactopyranosyl bromide 2,3,4,6-Tetra-O-benzyl-D-glucopyranose

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

(2S,3R,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-ol

6564-72-3

Specialty Synthesis

Monosaccharides

Monosaccharide

O-Substituted Sugars

Sugars

Carbohydrate Synthesis

Carbohydrates

Biochemicals and Reagents

BioChemical

Pharmaceutical Intermediates

6564-72-3