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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

MOL File:: 6564-72-3.mol

Modify Date:: 2024/5/22 11:23:49

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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)

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

NFPA 704

	1
0		0

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).

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

Global( 293)Suppliers

Supplier	Tel	Country	ProdList	Advantage	Inquiry
CLEARSYNTH LABS LTD.	+91-22-45045900	Hyderabad, India	6351	58	Inquiry
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SynZeal Research Pvt Ltd	+1 226-802-2078	Gujarat, India	6522	58	Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd	+91-172-5066494	Haryana, India	6773	58	Inquiry
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Shanghai Jinli Pharmaceutical Co.,Ltd	+86-21-57256005 +86-15921811235	China	20	58	Inquiry
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Capot Chemical Co.,Ltd.	571-85586718 +8613336195806	China	29798	60	Inquiry

Supplier	Advantage
CLEARSYNTH LABS LTD.	58
A.J Chemicals	58
SynZeal Research Pvt Ltd	58
Pharmaffiliates Analytics and Synthetics P. Ltd	58
Reax Chemicals	58
Pharma Affiliates	58
Hrishabh Life Sciences	58
Shanghai Jinli Pharmaceutical Co.,Ltd	58
Hebei Mojin Biotechnology Co., Ltd	58
Capot Chemical Co.,Ltd.	60

2,3,4, 6-Tetra-o-benzyl-α-D-Glucopyranose method for preparing partial benzylated aldopyranose
It is capable of synthesising some of the benzylated aldopyranose. And the method has good availability and low cost.
Nov 17，2023

6564-72-3(2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOPYRANOSE)Related 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

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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