4,6-O-BENZYLIDENE-D-GLUCOPYRANOSE
- Product Name
- 4,6-O-BENZYLIDENE-D-GLUCOPYRANOSE
- CAS No.
- 30688-66-5
- Chemical Name
- 4,6-O-BENZYLIDENE-D-GLUCOPYRANOSE
- Synonyms
- 4,6-O-Benzylidene glucose;4,6-Benzilidine-D-Glucose;4,6-O-Benzylidene-D-glucose;4,6-0- Benzylidene -d- Glucose;4,6-o-(Phenylmethylene)-D-glucose;4,6-O-Benzylidene-D-glucopyranose;4,5-O-Benzylidene-D-glucopyranose;4,6-O-Benzyliden-D-glucopyranoside;D-Glucose, 4,6-o-(phenylmethylene)-;4,6-O-Benzylidene-D-glucopyranoside
- CBNumber
- CB2497950
- Molecular Formula
- C13H16O6
- Formula Weight
- 268.26
- MOL File
- 30688-66-5.mol
4,6-O-BENZYLIDENE-D-GLUCOPYRANOSE Property
- Melting point:
- 183-186 °C
- Boiling point:
- 521.6±50.0 °C(Predicted)
- Density
- 1.379±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- DMF: 25 mg/ml; DMSO: 14 mg/ml; Ethanol: 25 mg/ml; PBS (pH 7.2): 1 mg/ml
- form
- A crystalline solid
- pka
- 12.44±0.20(Predicted)
- color
- White to off-white
Safety
- WGK Germany
- 3
- HS Code
- 2940000080
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
N-Bromosuccinimide Price
- Product number
- T285927
- Product name
- 4,6-O-BENZYLIDENE-D-GLUCOPYRANOSE
- Purity
- Aldrich<sup>CPR</sup>
- Packaging
- 50MG
- Price
- $185
- Updated
- 2025/07/31
- Product number
- T269867
- Product name
- 4,6-O-BENZYLIDENE-D-GLUCOPYRANOSE
- Purity
- AldrichCPR
- Packaging
- 5MG
- Price
- $30.7
- Updated
- 2025/07/31
- Product number
- 18894
- Product name
- 4,6-O-Benzylidene-D-glucose
- Purity
- ≥95%
- Packaging
- 5g
- Price
- $43
- Updated
- 2024/03/01
- Product number
- 18894
- Product name
- 4,6-O-Benzylidene-D-glucose
- Purity
- ≥95%
- Packaging
- 10g
- Price
- $81
- Updated
- 2024/03/01
- Product number
- 18894
- Product name
- 4,6-O-Benzylidene-D-glucose
- Purity
- ≥95%
- Packaging
- 25g
- Price
- $157
- Updated
- 2024/03/01
4,6-O-BENZYLIDENE-D-GLUCOPYRANOSE Chemical Properties,Usage,Production
Description
4,6-O-Benzylidene-D-glucose is a useful intermediate for the synthesis of carbohydrates.
Uses
4,6-O-Benzylidene-D-glucose is a benzaldehyde derivative with anticancer effects[1].
Synthesis
2280-44-6
1125-88-8
30688-66-5
The general procedure for the synthesis of 4,6-O-benzylidene-D-glucose from (3R,4S,5S,6R)-6-(hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol (1.00 g, 5.55 mmol) and benzaldehyde dimethylacetal (1.24 mL, 8.33 mmol) was as follows: (3R,4S,5S,6R)-6-(hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol was dissolved in N,N-dimethylformamide (11.0 mL). methyl)tetrahydro-2H-pyran-2,3,4,5-tetrol was dissolved in N,N-dimethylformamide (11.0 mL) and heated to 60 °C to dissolve it completely. Subsequently, benzaldehyde dimethyl acetal and p-toluenesulfonic acid monohydrate (10 mg) were added to the solution and the reaction mixture was stirred at 60 °C for 6 hours. During the reaction, a decompression operation was performed for 10 minutes every hour to remove volatile by-products. Upon completion of the reaction, the solvent was removed by evaporation under reduced pressure. The crude product obtained was purified by silica gel column chromatography using methanol/ethyl acetate (1:10, v/v) as eluent to collect the fraction containing 4,6-O-benzylidene-D-glucopyranose, resulting in a white crystalline product (799.5 mg, 2.98 mmol, 53.7% yield). Note: The (3R,4S,5S,6R)-6-(hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol used in the experiment was D-(+)-glucose, which was supplied by Kanto Kagaku Co.
References
[1] E O Pettersen, et al. Effect on protein synthesis and cell survival of the benzaldehyde derivatives sodium benzylidene ascorbate (SBA) and the deuterated compound zilascorb(2H). Anticancer Res. 1991 May-Jun;11(3):1077-81. PMID:1888141
4,6-O-BENZYLIDENE-D-GLUCOPYRANOSE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4,6-O-BENZYLIDENE-D-GLUCOPYRANOSE manufacturers
- Product
- 4,6-O-Benzylidene-D-glucose 30688-66-5
- Price
- US $650.00/g
- Min. Order
- 1g
- Purity
- 95
- Supply Ability
- 500 Kg
- Release date
- 2024-04-23
- Product
- 4,6-O-BENZYLIDENE-D-GLUCOPYRANOSE 30688-66-5
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 98%min
- Supply Ability
- 100KG
- Release date
- 2018-12-17