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97232-16-1 , 4,6-O-Benzylidene-D-glucopyranose, CAS:97232-16-1

97232-16-1 , 4,6-O-Benzylidene-D-glucopyranose,
C13H16O6 /268.26



4,6-O-Benzylidene-D-glucopyranose, also known as 4,6-O-Benzylidene-D-glucose, is a chemical compound derived from glucose and is used in various fields of research and industry. The purpose of this paper is to provide an in-depth analysis of this compound, including its definition, physical and chemical properties, synthesis, characterization, analytical methods, biological properties, toxicity, safety in scientific experiments, applications in experiments, current state of research, potential implications in various fields of research and industry, limitations, and future directions.

Definition and Background

4,6-O-Benzylidene-D-glucopyranoseidene-D-glucopyranose is a chemical compound with the molecular formula C13H16O6. It is derived from glucose and consists of a benzylidene group attached to a glucose molecule. The compound is a white crystalline powder that is insoluble in water but soluble in organic solvents. It is commonly used in organic synthesis and as a carbohydrate protecting group.

Physical and Chemical Properties

4,6-O-Benzylidene-D-glucopyranoseidene-D-glucopyranose has a melting point range of 57-59 °C. It is stable at room temperature and decomposes at high temperatures. The compound has a low water solubility but is soluble in most organic solvents. It is a non-toxic substance that poses little risk to human health.

Synthesis and Characterization

The synthesis of 4,6-O-Benzylidene-D-glucopyranoseidene-D-glucopyranose involves the reaction of glucose with benzaldehyde in the presence of an acid catalyst. The resulting compound is then purified by recrystallization. Characterization of the compound is typically performed using methods such as nuclear magnetic resonance spectroscopy (NMR) and infrared spectroscopy (IR).

Analytical Methods

The analytical methods used to determine the properties of 4,6-O-Benzylidene-D-glucopyranoseidene-D-glucopyranose include NMR spectroscopy, IR spectroscopy, gas chromatography (GC), and high-performance liquid chromatography (HPLC). These methods are used to determine the purity, structure, and other properties of the compound.

Biological Properties

Although there is no direct biological significance of 4,6-O-Benzylidene-D-glucopyranoseidene-D-glucopyranose, it is often used as a carbohydrate protecting group in the synthesis of oligosaccharides and glycoconjugates. Some studies have also shown that the compound has some antimicrobial activity against certain strains of bacteria.

Toxicity and Safety in Scientific Experiments

The toxicity of 4,6-O-Benzylidene-D-glucopyranoseidene-D-glucopyranose has been evaluated in several studies and has been found to be non-toxic at low concentrations. However, as with any chemical compound, proper handling and safety precautions should be taken when working with this substance.

Applications in Scientific Experiments

4,6-O-Benzylidene-D-glucopyranoseidene-D-glucopyranose is commonly used in organic synthesis as a carbohydrate protecting group. It is also used in the synthesis of oligosaccharides and glycoconjugates. Additionally, it has been used as a starting material in the synthesis of other compounds, such as glycosyl amino acids and glycosylated peptides.

Current State of Research

Research on 4,6-O-Benzylidene-D-glucopyranoseidene-D-glucopyranose is ongoing, with current studies focusing on its use in the synthesis of complex carbohydrates and the development of new synthetic methods. Other research areas include the evaluation of the compound’s antimicrobial properties and its potential applications in drug design and delivery.

Potential Implications in Various Fields of Research and Industry

The use of 4,6-O-Benzylidene-D-glucopyranoseidene-D-glucopyranose in the synthesis of complex carbohydrates has the potential to advance the field of glycoscience, which has applications in immunology and drug development. The development of new synthetic methods using this compound can also be used to synthesize other carbohydrate-containing compounds.

Limitations and Future Directions

While 4,6-O-Benzylidene-D-glucopyranoseidene-D-glucopyranose has proven to be a useful carbohydrate protecting group, it has some limitations. One limitation of this compound is its low solubility in water, which reduces its applicability in aqueous-mediated reactions. Future research should focus on developing new synthetic methods that improve the solubility of this compound in aqueous solutions and its compatibility with other synthetic reagents.

Other possible future directions include the evaluation of the compound’s potential in developing new drug delivery systems and its use as a starting material in the synthesis of other carbohydrate-containing compounds. Furthermore, the use of this compound in glycoscience can also be investigated to further understand the biological roles of carbohydrates in various biological processes.


4,6-O-Benzylidene-D-glucopyranoseidene-D-glucopyranose is a useful carbohydrate protecting group that has applications in various fields of research and industry. This compound has been extensively studied and characterized, and its physical and chemical properties have been thoroughly evaluated. While there are limitations to its use, its potential implications in various fields of research and industry make it a subject of ongoing research. Through continued research, it is hoped that 4,6-O-Benzylidene-D-glucopyranoseidene-D-glucopyranose will continue to contribute to advancements in synthetic chemistry, drug development, and other research areas.

CAS Number97232-16-1
Product Name4,6-O-Benzylidene-D-glucopyranose
IUPAC Name(4aR,7R,8R,8aS)-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine-6,7,8-triol
Molecular FormulaC₁₃H₁₆O₆
Molecular Weight268.26
Synonyms4,6-O-(Phenylmethylene)-D-glucopyranose; 4,6-O-Benzylidene-glucopyranose;

CAS No: 30688-66-5,97232-16-1 Synonyms: 4,6-O-Benzylidene-glucopyranose4,6-O-Benzylidene-D-glucopyranose MDL No: MFCD00167506 Chemical Formula: C13H16O6 Molecular Weight: 268.26


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