53081-25-7,Tetra-O-benzyl D-galactopyranose,
CAS:53081-25-7
C34H36O6 / 540.65
MFCD00132927
四苄基- D-半乳糖,
(2R,3S,4S,5R)-2,3,4,6-Tetrakis(benzyloxy)-5-hydroxyhexanal, known as TBHH, is an organic compound with a unique chemical structure and a wide range of potential applications in various fields of research and industry. This paper aims to provide an informative and engaging overview of TBHH, covering its definition and background, physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific experiments, current state of research, potential implications in various fields of research and industry, limitations, and future directions.
Synthesis and Characterization:
TBHH can be synthesized by the reaction of (S)-2,3-O-isopropylidene-D-glyceraldehyde with benzyl alcohol in the presence of a Lewis acid catalyst, followed by oxidation with pyridinium chlorochromate. The compound can be purified by column chromatography and characterized by NMR spectroscopy, IR spectroscopy, and mass spectrometry.
Analytical Methods:
TBHH can be analyzed by various analytical methods, including NMR spectroscopy, IR spectroscopy, and mass spectrometry. High-performance liquid chromatography (HPLC) can also be used to quantify the compound.
Biological Properties:
TBHH has been studied for its potential biological activities, including as an anti-inflammatory agent, an anti-cancer agent, and a modulator of lipid metabolism. It has been shown to inhibit the production of pro-inflammatory cytokines in macrophages and to induce apoptosis in cancer cells.
Toxicity and Safety in Scientific Experiments:
TBHH has been found to be relatively safe in scientific experiments, with no significant toxicity reported. However, further studies are needed to assess its toxicity in vivo.
Applications in Scientific Experiments:
TBHH has potential applications in a wide range of scientific experiments, including the synthesis of glycosylated lipids, carbohydrates, and polysaccharides, and in the study of lipid metabolism and inflammation.
Current State of Research:
TBHH is a relatively new compound that has not been extensively studied yet. However, there is growing interest in its potential applications in various fields of research and industry.
Potential Implications in Various Fields of Research and Industry:
TBHH has potential implications in various fields of research and industry, including the synthesis of complex organic molecules, drug discovery, and the development of new materials.
Limitations:
One of the main limitations of TBHH is its complex stereochemistry, which makes it difficult to synthesize and purify.
Future Directions:
1. The development of new, more efficient methods for the synthesis and purification of TBHH.
2. Further studies on the potential biological activities of TBHH, including its anti-inflammatory and anti-cancer properties.
3. The development of new applications for TBHH in drug discovery and the development of new materials.
4. The use of TBHH as a building block for the synthesis of more complex organic molecules.
5. The assessment of the toxicity of TBHH in vivo.
6. The development of new analytical methods for the analysis of TBHH.
7. The study of the potential interactions between TBHH and other organic compounds.
8. The investigation of the role of TBHH in lipid metabolism and inflammation.
9. The use of TBHH in the synthesis of new glycosylated lipids and carbohydrates.
10. The investigation of the potential of TBHH as a scaffold for the development of new drugs.
CAS Number | 53081-25-7 |
Product Name | (2R,3S,4S,5R)-2,3,4,6-Tetrakis(benzyloxy)-5-hydroxyhexanal |
IUPAC Name | (2R,3S,4S,5R)-5-hydroxy-2,3,4,6-tetrakis(phenylmethoxy)hexanal |
Molecular Formula | C₃₄H₃₆O₆ |
Molecular Weight | 540.65 |
InChI | InChI=1S/C34H36O6/c35-21-32(38-23-28-15-7-2-8-16-28)34(40-25-30-19-11-4-12-20-30)33(39-24-29-17-9-3-10-18-29)31(36)26-37-22-27-13-5-1-6-14-27/h1-21,31-34,36H,22-26H2/t31-,32+,33+,34-/m1/s1 |
SMILES | C1=CC=C(C=C1)COCC(C(C(C(C=O)OCC2=CC=CC=C2)OCC3=CC=CC=C3)OCC4=CC=CC=C4)O |
Synonyms | 2,3,4,6-Tetrakis-O-(phenylmethyl)-D-galactose; 2,3,4,6-Tetra-O-benzyl-D-galactose; |
CAS No: 53081-25-7,4291-69-4,6386-24-9 MDL No: MFCD00132927 Chemical Formula: C34H36O6 Molecular Weight: 540.65 |
COA:
Name: 2,3,4,6-Tetra-O-benzyl-D-galactopyranose
CAS: 53081-25-7, 6386-24-9 M.F.: C34H36O6 M.W.: 540.65
Items | Standards | Results |
Appearance | White or slightly yellow solid or syrup | Complies |
Solubility | Insoluble in water, easily soluble in CHCl3 | Complies |
NMR and MS | Should comply | Complies |
Identification | IR and HPLC | Complies |
Water | Max. 0.5% | 0.02% |
Residue on ignition | Max. 0.5% | 0.1% |
TLC | Should be one spot | One spot |
Assay | Min. 98% | 98.4% |
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