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2,3,4,6-Tetra-O-benzyl-D-glucopyranose

2,3,4,6-Tetra-O-benzyl-D-glucopyranose Structure
CAS No.
4132-28-9
Chemical Name:
2,3,4,6-Tetra-O-benzyl-D-glucopyranose
Synonyms
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)Methyl)tetrahydro-2H-pyran-2-ol;2,3,4, 6-4-o-benzyl-d-pyranoglucose;ucopyranose;2,3,4,6-Tetra-O-benz;Voglibose Impurity 4;Garlic oil 8000-78-0;benzyl-D-glucopyranose;Voglibose Intermediates;2,3,4,6-TETRABENZYL-D-GLUCOSE;Tetra-O-benzyl-D-glucopyranose
CBNumber:
CB7194124
Molecular Formula:
C34H36O6
Molecular Weight:
540.65
MOL File:
4132-28-9.mol
Modify Date:
2023/11/17 16:15:53

2,3,4,6-Tetra-O-benzyl-D-glucopyranose Properties

Melting point 145-149 °C(lit.)
Boiling point 672.4±55.0 °C(Predicted)
Density 1.22±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Store in freezer, under -20°C
solubility Soluble in chloroform
pka 11.87±0.70(Predicted)
form Solid
color White to Off-White
optical activity [α]20/D +49±2°, c = 2% in dioxane
InChIKey OGOMAWHSXRDAKZ-BKJHVTENSA-N
SMILES OC1O[C@H](COCC2=CC=CC=C2)[C@@H](OCC2=CC=CC=C2)[C@H](OCC2=CC=CC=C2)[C@H]1OCC1=CC=CC=C1
CAS DataBase Reference 4132-28-9(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280-P271
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-24/25
WGK Germany  3
HS Code  29400090
NFPA 704
1
0 0

2,3,4,6-Tetra-O-benzyl-D-glucopyranose price More Price(6)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) T0531 2,3,4,6-Tetra-O-benzyl-D-glucopyranose ≥98% (TLC) 4132-28-9 5G ₹24161.4 2022-06-14 Buy
Sigma-Aldrich(India) T0531 2,3,4,6-Tetra-O-benzyl-D-glucopyranose ≥98% (TLC) 4132-28-9 25G ₹68727.93 2022-06-14 Buy
Sigma-Aldrich(India) 86730 2,3,4,6-Tetra-O-benzyl-D-glucopyranose ≥98.0% (TLC) 4132-28-9 1G ₹3258.33 2022-06-14 Buy
Sigma-Aldrich(India) 86730 2,3,4,6-Tetra-O-benzyl-D-glucopyranose ≥98.0% (TLC) 4132-28-9 5G ₹11755.95 2022-06-14 Buy
TCI Chemicals (India) T1914 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 4132-28-9 1G ₹3500 2022-05-26 Buy
Product number Packaging Price Buy
T0531 5G ₹24161.4 Buy
T0531 25G ₹68727.93 Buy
86730 1G ₹3258.33 Buy
86730 5G ₹11755.95 Buy
T1914 1G ₹3500 Buy

2,3,4,6-Tetra-O-benzyl-D-glucopyranose Chemical Properties,Uses,Production

Description

2,3,4,6-Tetra-O-benzyl-D-glucopyranose is an important D-glucopyranose derivative, which is often used as a pharmaceutical intermediate in the synthesis of derivatives for the treatment of Alzheimer's disease, diabetes, and cancer.

Chemical Properties

White Crystaline Solid

Uses

2,3,4,6-Tetra-O-benzyl-D-glucopyranose (cas# 4132-28-9) is a compound useful in organic synthesis. For example, it enables the preparation of α-glucopyranosyl chloride as well as 1-C-α-D-glucopyranosyl derivatives; it can also be used in the preparation of important D-glucopyranosyl derivatives for glucosylation and other reactions.

Synthesis

Add 19.4g of 2,3,4,6-tetra-O-benzyl-β-D-glucosinolate to 500mL of acetone, and add 18.7g of N-bromosuccinyl in batches with stirring Imine (NBS), after the addition, react at 25°C for 0.5h. Most of the acetone was evaporated under reduced pressure, and a white solid was precipitated, which was diluted by adding 200 mL of 1mol/L hydrochloric acid and allowed to stand at -18°C for 3h. After suction filtration, the filter cake was washed with cold absolute ethanol, and recrystallized with absolute ethanol-cyclohexane to obtain 15.6 g of white flocculent solid 2,3,4,6-Tetra-O-benzyl-D-glucopyranose with a yield of 96.6%.

2,3,4,6-Tetra-O-benzyl-D-glucopyranose Preparation Products And Raw materials

Raw materials

Preparation Products

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2,3,4,6-Tetra-O-benzyl-D-glucopyranose Spectrum

2,3,4,6-Tetra-O-benzyl-D-glucopyranose(for Voglibose) 2,3,4,6-TETRA-O-BENZYL-D-GLUCOPYRANOSE, 98%, MIXTURE OF ANOMERS 3,4,5-Tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-ol 2,3,4,6-TETRA-O-BENZYL-D -GLUCOPYRANOSE CRYSTALLINE 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 2,3,4,6-TETRABENZYL-D-GLUCOSE D-Glucopyranose, 2,3,4,6-tetrakis-O-(phenylmethyl)- 2,3,4,6-TETRA-O-BENZYL-A-D-GLUCOPYRANOSIDE 2,3,4,6-Tetra-O-benzyl-D-glucopyranose, 98+% 2,3,4,6-Tetra-O-benzyl-α-D-glucopyranose ,97% 2,3,4,6-Tetrakis-O-(phenylmethyl)-D-glucopyranose 2,3,4,6-Tetra-O-benz Tetra-O-benzyl-D-glucopyranose benzyl-D-glucopyranose Voglibose Impurity 4 2,3,4,6-TETRA-O-BENZYL-D-GLUCOPYRANOSE , MIXTURE OF ANOMERS 3,4,5-Tris(benzyloxy)-6-(benzyloxymethyl) 3,4,5-TRIS(BENZYLOXY)-6-[(BENZYLOXY)METHYL]OXAN-2-OL (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-ol ucopyranose Tetra-O-Benzyl-D-Glucopyranose(2,3,4,6-Tetra-O-benzyl-D-glucopyranose) 2,3,4,6-Tetra-O-benzyl-D-glucopyranose ISO 9001:2015 REACH 2,3,4,6-Tetra-O-benzyl-O-glucopyranose (3R,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-ol (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)Methyl)tetrahydro-2H-pyran-2-ol 2,3,4, 6-4-o-benzyl-d-pyranoglucose Garlic oil 8000-78-0 Voglibose Intermediates 2,3,4,6-Tetrabenzyl-D-Glucopyranose 2,3,4,6-Tetra-O-benzyl-D-glucopyranose,NA 2,3,4,6-Tetra -0- benzyl- α -D- gluco pyranose 2,3,4,6-Tetrakis-O-benzyl-D-glucopyranose 4132-28-9 4132-28-9 6564-72-3 4231-28-9 Halogenated Heterocycles ,Pyrazoles Biochemistry Glucose O-Substituted Sugars Sugars aldehydes Carbohydrates & Derivatives Carbohydrate Synthesis Monosaccharides Specialty Synthesis Carbohydrates Carbohydrates A to Carbohydrates P-ZBiochemicals and Reagents Monosaccharide 13C & 2H Sugars Glycon Biochem