81969-62-2 , 3,5,6-O-三苄基-D-葡萄糖, CAS:81969-62-2

81969-62-2 , 3,5,6 -tri-O-benzyl-D-glucofuranose ,
3,5,6-O-三苄基-D-葡萄糖,
CAS:81969-62-2
C27H30O6 / 450.52
MFCD18643134

3,5,6 -tri-O-benzyl-D-glucofuranose

3,5,6-O-三苄基-D-葡萄糖,

3,5,6-Tri-O-benzyl-D-glucofuranose is a carbohydrate compound that is categorized as a furanose. It has a cyclic structure and contains six carbon atoms, five of which are in a ring. The compound also contains three benzyl groups which make it more stable and resistant to hydrolysis. The compound is synthesized from glucose in laboratory conditions.

Synthesis and Characterization

The compound is synthesized from glucose through benzylidene protection of the aldehyde group followed by acetal formation with benzyl alcohol. The benzyl group is then removed selectively under acidic conditions to yield 3,5,6-Tri-O-benzyl-D-glucofuranose. The compound is characterized using various spectroscopic techniques such as infrared spectroscopy, nuclear magnetic resonance, and mass spectrometry.

Analytical Methods

Several analytical methods have been employed to analyze the compound, including high-performance liquid chromatography, thin-layer chromatography, and gas chromatography. The compound can also be analyzed using electrochemical techniques such as cyclic voltammetry and differential pulse voltammetry.

Biological Properties

3,5,6-Tri-O-benzyl-D-glucofuranose has been shown to exhibit antimicrobial activity against various bacteria and fungi. The compound also possesses antitumor activity against some cancer cell lines.

Toxicity and Safety in Scientific Experiments

Limited research has been conducted on the toxicity and safety of the compound. However, no significant adverse effects have been reported in scientific experiments.

Applications in Scientific Experiments

The compound has several applications in scientific experiments, including in the development of new drugs and as a reagent in organic chemistry. It is also used in the synthesis of glycosylated natural products and pharmaceuticals.

Current State of Research

Several studies have been conducted on the compound's biological activity and potential applications. However, further research is needed to understand its full potential in various fields and to optimize its synthesis and characterization methods.

Potential Implications in Various Fields of Research and Industry

The compound has the potential to be used in drug development, particularly in the development of antimicrobial and antitumor agents. It can also be used as a reagent in organic chemistry and in the synthesis of glycosylated natural products and pharmaceuticals.

Limitations and Future Directions

One of the limitations of the compound is that it is relatively difficult to synthesize due to the selective removal of the benzyl group. Additionally, further research is needed to fully understand the compound's biological activity and potential applications. Future research could focus on optimizing its synthesis and characterization methods, understanding its toxicity and safety, and exploring its potential applications in various fields, such as in agrochemicals or materials science.

Future Directions

- Optimizing the synthesis and characterization methods of 3,5,6-Tri-O-benzyl-D-glucofuranose to make it more efficient and cost-effective.

- Investigating the compound's potential use as a material in electronics and other industries.

- Studying the compound's potential applications in agrochemicals and plant growth regulators.

- Exploring the compound's potential role in cancer therapy in vivo and in vitro.

- Developing new analogs of the compound with improved potency and selectivity for different biological targets.

CAS Number	81969-62-2
Product Name	3,5,6-Tri-O-benzyl-D-glucofuranose
IUPAC Name	(2S,3R,4R,5R)-5-[(1R)-1,2-bis(phenylmethoxy)ethyl]-4-phenylmethoxyoxolane-2,3-diol
Molecular Formula	C27H30O6
Molecular Weight	450.52 g/mol
InChI	InChI=1S/C27H30O6/c28-24-26(32-18-22-14-8-3-9-15-22)25(33-27(24)29)23(31-17-21-12-6-2-7-13-21)19-30-16-20-10-4-1-5-11-20/h1-15,23-29H,16-19H2/t23-,24-,25-,26-,27+/m1/s1
InChI Key	ZEJKXJXUVQVSEA-ACFIUOAZSA-N
SMILES	C1=CC=C(C=C1)COCC(C2C(C(C(O2)O)O)OCC3=CC=CC=C3)OCC4=CC=CC=C4
Canonical SMILES	C1=CC=C(C=C1)COCC(C2C(C(C(O2)O)O)OCC3=CC=CC=C3)OCC4=CC=CC=C4
Isomeric SMILES	C1=CC=C(C=C1)COC[C@H]([C@@H]2[C@@H]([C@H]([C@H](O2)O)O)OCC3=CC=CC=C3)OCC4=CC=CC=C4

Product name: 3,5,6 -tri-O-benzyl-D-glucofuranose

CAS:81969-62-2 M.F.: C27H30O6 M.W.: 450.52

Batch No: 100912 Quantity: 26kg

Items	Standards	Results
Appearance	White or slightly yellowish power	Positive
Solubility	Soluble in CHCl₃ and less soluble in H₂O	Complies
NMR and ESI-MS	Should comply	Complies
Identification	IR and HPLC	Positive
Loss Weight On Dryness	Max. 0.5%	Complies
Residue on ignition	Max. 0.5%	0.05%
Heavy metal	Max. 50ppm	Complies
TLC (15%H₂SO₄-C₂H₅OH)	Should be one spot	Complies
Assay	Min. 95%	98.3%