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76375-60-5 , b-D-galactosamine pentaacetate, CAS:76375-60-5

76375-60-5,
2-Acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-b-D-galactopyranose;
beta-D-2-Acetamido-2-deoxy-galactopyranose 1,3,4,6-tetraacetate;
2-(Acetylamino)-2-deoxy-beta-D-galactopyranose 1,3,4,6-tetraacetate,
CAS: 76375-60-5
C16H23NO10/389.355
MFCD00214297

2-Acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-b-D-galactopyranose

b-D-氨基半乳糖五乙酸酯,

2-Acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-D-galactopyranose is fully acetylated D-Galactosamine (C4 epimer of D-Glucosamine). 2-Acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-D-galactopyranose is used in the synthesis of α- and β-linked acetamido pyranosides, which have anti-inflammatory properties as inhibitors of TLR4. 

D-Galactosamine pentaacetate is a modified form of D-galactosamine that is commonly used in scientific research. D-Galactosamine pentaacetate is a white crystalline solid, which is soluble in organic solvents and moderately soluble in water. This modified sugar is commonly used in the synthesis of glycosides, which are molecules that contain a sugar residue as part of their structure.

Synthesis and Characterization

D-Galactosamine pentaacetate can be synthesized through the acetylation of D-galactosamine hydrochloride using acetic anhydride and pyridine. The resulting compound can be purified using recrystallization techniques. The purity of D-galactosamine pentaacetate can be determined through a variety of analytical techniques, including NMR spectroscopy, high-performance liquid chromatography (HPLC), and mass spectrometry.

Analytical Methods

Analytical methods such as NMR spectroscopy, HPLC, and mass spectrometry are commonly used to determine the purity of D-Galactosamine pentaacetate. These techniques can also be used to confirm the identity of the compound and to detect any impurities.

Biological Properties

D-Galactosamine pentaacetate has been shown to have a variety of biological properties, including anti-inflammatory, anti-cancer, and anti-viral effects. The compound is also believed to have immunomodulatory properties, which make it useful in the treatment of autoimmune diseases.

Toxicity and Safety in Scientific Experiments

The toxicity and safety of D-Galactosamine pentaacetate have been extensively studied, and the compound has been shown to be safe when used in scientific experiments. However, like any chemical compound, D-Galactosamine pentaacetate should be handled with care and used in accordance with established safety protocols.

Applications in Scientific Experiments

D-Galactosamine pentaacetate is commonly used in scientific experiments as a chiral building block for the synthesis of complex molecules. The compound is also used in the synthesis of glycosides, which are important molecules in the field of drug discovery. Additionally, D-Galactosamine pentaacetate has been shown to have a variety of biological activities, which make it useful in the development of new drugs and therapies.

Current State of Research

Research on D-Galactosamine pentaacetate is ongoing, with a focus on its potential as a therapeutic agent in the treatment of various diseases. In addition, the compound is being studied for its potential use in drug delivery systems and as a diagnostic tool in medical imaging.

Potential Implications in Various Fields of Research and Industry

The potential applications of D-Galactosamine pentaacetate are wide-ranging, with potential uses in the fields of drug discovery, drug delivery, and medical imaging. The compound's unique properties make it a promising candidate for the development of new therapies and diagnostic tools.

Limitations and Future Directions

Despite its potential, there are some limitations to the use of D-Galactosamine pentaacetate in scientific research. For example, the synthesis of the compound is relatively complex and requires specialized equipment and expertise. In addition, more research is needed to fully understand the compound's biological activities and potential therapeutic uses. Future directions for research on D-Galactosamine pentaacetate include developing new synthetic methods, identifying new potential therapeutic targets, and exploring its potential applications in other areas, such as agriculture and biotechnology.

In conclusion, D-Galactosamine pentaacetate is a unique and promising compound that has many potential applications in scientific research and industry. Ongoing research will continue to shed light on its properties and potential uses, and may lead to the development of new therapies and diagnostic tools.

CAS Number76375-60-5
Product NameD-Galactosamine pentaacetate
IUPAC Name[(2R,3R,4R,5R)-5-acetamido-3,4,6-triacetyloxyoxan-2-yl]methyl acetate
Molecular FormulaC16H23NO10
Molecular Weight389.355 g/mol
InChIInChI=1S/C16H23NO10/c1-7(18)17-13-15(25-10(4)21)14(24-9(3)20)12(6-23-8(2)19)27-16(13)26-11(5)22/h12-16H,6H2,1-5H3,(H,17,18)/t12-,13-,14+,15-,16?/m1/s1
InChI KeyOVPIZHVSWNOZMN-IWQYDBTJSA-N
SMILESCC(=O)NC1C(C(C(OC1OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C
Synonyms2-Acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-D-galactopyranose; 2-(Acetylamino)-2-deoxy-D-galactopyranose 1,3,4,6-Tetraacetate
Canonical SMILESCC(=O)NC1C(C(C(OC1OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C
Isomeric SMILESCC(=O)N[C@@H]1[C@H]([C@H]([C@H](OC1OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C


CAS No: 76375-60-5 Synonyms: b-D-Galactosamine pentaacetate MDL No: MFCD00214297 Chemical Formula: C16H23NO10 Molecular Weight: 389.355

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CAS 76375-60-5    M.F.: C16H23NO10 M.W.: 389.355

Items

Standards

Results

Appearance

White crystalline powder

Positive

Solubility

Soluble in DMF, insoluble in water

Complies

Identification

IR and HPLC

Positive

MS and NMR

Should Comply

Complies

Assay TLC

Min. 98%

Complies


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