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89025-46-7, Tetra-O-benzyl-α D-glucopyranosyl Fluoride, CAS: 89025-46-7

89025-46-7,Tetra-O-benzyl-α D-glucopyranosyl Fluoride,
CAS: 89025-46-7
C34H35FO5 / 542.64
MFCD03701104

Tetra-O-benzyl-α D-glucopyranosyl Fluoride

四苄基-α-D-吡喃葡萄糖苷氟化物,

2,3,4,6-Tetra-O-benzyl-alpha-D-glucopyranosyl Fluoride or TGBG-F is a synthetic, highly fluorinated carbohydrate that has been developed as a versatile building block for the construction of new fluorinated molecules. This compound belongs to the class of perfluoroalkylated carbohydrates that have attracted much attention in recent years due to their unique properties and potential applications in materials science, drug discovery, and chemical biology.

Synthesis and Characterization:

The synthesis of TGBG-F involves the protection of the hydroxyl groups of D-glucose with benzyl groups followed by perfluoroalkylation using a perfluoroalkyl iodide to obtain the desired perfluoroalkylated carbohydrate. The product is then purified and characterized by various analytical methods such as nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry, and elemental analysis.

Analytical Methods:

Several analytical techniques have been reported in the literature for the characterization of TGBG-F. These include NMR spectroscopy, which can provide information on the molecular structure of the compound, mass spectrometry, which can determine the molecular weight and composition, and elemental analysis, which can provide information on the purity and elemental composition of the compound.

Biological Properties and Applications in Scientific Experiments:

Recent studies have shown that TGBG-F exhibits interesting biological properties, such as antibacterial and antiviral activity, which make it a promising scaffold for the development of new drugs. In addition, TGBG-F has been used as a building block for the synthesis of amphiphilic polymers and surfactants, which have potential applications in drug delivery and materials science.

Toxicity and Safety in Scientific Experiments:

Toxicological studies of TGBG-F have shown that the compound is relatively safe at low concentrations. However, at high concentrations, TGBG-F can cause cytotoxicity and DNA damage in mammalian cells. Therefore, caution should be taken when handling and using this compound in scientific experiments.

Current State of Research:

The research on TGBG-F is still in its infancy, but it has already shown great potential for the development of new drugs, amphiphilic polymers, and surfactants. Several research groups are currently working on the synthesis of new TGBG-F derivatives and exploring their applications in various fields.

Potential Implications in Various Fields of Research and Industry:

TGBG-F has potential implications in various fields of research and industry, such as drug discovery, materials science, and chemical biology. Its unique properties, such as hydrophobicity and lipophilicity, make it a useful building block for the development of new drugs and materials.

Limitations and Future Directions:

Although TGBG-F has great potential, there are some limitations that need to be addressed in future research. For example, the synthesis of TGBG-F is relatively complex and requires the use of toxic reagents. Therefore, more efficient and environmentally friendly methods for the synthesis of TGBG-F need to be developed.

Future Directions:

The future research on TGBG-F could focus on the following areas:

- Devising more efficient and sustainable synthetic methods for the production of TGBG-F and its derivatives.

- Conducting more extensive toxicological studies to determine the safety of TGBG-F and its derivatives.

- Exploring the potential of TGBG-F as a building block for the development of new materials, such as fluorinated polymers and surfactants.

- Investigating the mechanisms of action of TGBG-F and its derivatives to better understand their biological properties and potential applications in drug discovery.

CAS Number89025-46-7
Product Name2,3,4,6-Tetra-O-benzyl-alpha-D-glucopyranosyl Fluoride
IUPAC Name(2R,3R,4S,5R,6R)-2-fluoro-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxane
Molecular FormulaC34H35FO5
Molecular Weight542.64 g/mol
InChIInChI=1S/C34H35FO5/c35-34-33(39-24-29-19-11-4-12-20-29)32(38-23-28-17-9-3-10-18-28)31(37-22-27-15-7-2-8-16-27)30(40-34)25-36-21-26-13-5-1-6-14-26/h1-20,30-34H,21-25H2/t30-,31-,32+,33-,34+/m1/s1
InChI KeyQNXIKNZDQVSBCO-RUOAZZEASA-N
SMILESC1=CC=C(C=C1)COCC2C(C(C(C(O2)F)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5
Canonical SMILESC1=CC=C(C=C1)COCC2C(C(C(C(O2)F)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5
Isomeric SMILESC1=CC=C(C=C1)COC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)F)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5

COA:

Product name: 2,3,4,6-Tetra-O-benzyl-α-D-glucopyranosyl Fluoride          

CAS: 89025-46-7                    F.M.: C34H35FO5                   M.W.542.64 

Items

Standards

Results

Appearance

White crystalline powder

Positive

Solubility

Soluble in chloroform and insoluble in water

Complies

Identification

IR and TLC

Positive

MS and NMR

Should Comply

Complies

Water content

Max. 0.5%

Complies

Beta-Isomer

Max. 3%

0.1%

Other total impurities

Max. 2%

0.5%

Assay by HPLC

Min. 95%

99.4%


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