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Ethyl 3,4,6-Tri-o-Acetyl-2-Acetamido-2-Deoxy-β-D-Thioglucopyranoside CAS NO 4239-72-9


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CAS No.:4239-72-9

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Ethyl 3,4,6-Tri-o-Acetyl-2-Acetamido-2-Deoxy-β-D-Thioglucopyranoside is a key thioglycoside building block in synthetic carbohydrate chemistry. This compound is valued for its role as a glycosyl donor or acceptor in the stereoselective synthesis of complex oligosaccharides and glycoconjugates. It is primarily utilized by researchers and manufacturers in the pharmaceutical, biotechnology, and life science sectors for developing novel therapeutics, diagnostic tools, and biochemical probes.

Application

  • Glycoconjugate Synthesis: A critical intermediate for the chemical and enzymatic synthesis of S-linked oligosaccharides, glycopeptides, and glycolipids.
  • Pharmaceutical Research: Used in the development of carbohydrate-based drugs, including antiviral agents, antibiotics, and cancer therapeutics.
  • Biochemical Tool Development: Serves as a precursor for creating enzyme inhibitors, metabolic probes, and labeled sugars for biological studies.
  • Glycosidase Inhibitor Synthesis: A building block for creating thioglycoside analogs that act as potent inhibitors of carbohydrate-processing enzymes.
  • Material Science: Potential use in the synthesis of functionalized polymers and surfaces with specific carbohydrate motifs for biosensing applications.

Basic Information

Product Name Ethyl 3,4,6-Tri-o-Acetyl-2-Acetamido-2-Deoxy-β-D-Thioglucopyranoside
CAS No. 4239-72-9
Molecular Formula C₁₆H₂₅NO₉S
Molecular Weight 407.43 g/mol
Synonyms Ethyl 2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-1-thio-β-D-glucopyranoside; 1-Thio-β-D-glucose tetraacetate, 2-acetamido-2-deoxy-; Ethyl 1-Thio-β-D-glucosaminide Tetraacetate; 2-Acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-1-thio-β-D-glucopyranose Ethyl Ester; N-Acetyl-3,4,6-tri-O-acetyl-1-thio-β-D-glucosamine Ethyl Ester; 1-Thio-β-D-N-acetylglucosamine Tetraacetate Ethyl Ester; Ethyl 2-Deoxy-2-(acetylamino)-3,4,6-tri-O-acetyl-1-thio-β-D-glucopyranoside
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Quality Control

Our Ethyl 3,4,6-Tri-o-Acetyl-2-Acetamido-2-Deoxy-β-D-Thioglucopyranoside is produced under strict quality management protocols. Each batch undergoes comprehensive analytical testing, including HPLC, NMR, and optical rotation analysis, to ensure high chemical purity and correct stereochemistry. Certificates of Analysis (COA) detailing all specifications are provided with every shipment to support your research and development requirements.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive) and should be handled in a dry environment to prevent degradation. For long-term storage, consider storing under an inert atmosphere.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Specific Rotation -30° to -40° (c=1 in CHCl₃)
Water Content (KF) ≤ 0.5%
Residual Solvents (GC) Meets ICH guidelines

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.

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