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2,3,4,6-Tetra-o-Acetyl-β-D-Glucopyranosyl Bromide CAS NO 6919-96-6


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CAS No.:6919-96-6

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

2,3,4,6-Tetra-o-Acetyl-β-D-Glucopyranosyl Bromide is a high-purity, protected glycosyl bromide derivative, a crucial building block in synthetic carbohydrate chemistry. Its primary value lies in its role as a key glycosyl donor for the stereoselective synthesis of complex oligosaccharides and glycoconjugates. This compound is essential for researchers and manufacturers in the pharmaceutical, biotechnology, and fine chemical industries, particularly for developing novel therapeutics, vaccines, and diagnostic agents.

Application

  • Glycosylation Reactions: Serves as a pivotal glycosyl donor for the Koenigs-Knorr and related glycosylation methods to construct β-glycosidic linkages.
  • Oligosaccharide Synthesis: A fundamental intermediate for the stepwise assembly of complex oligosaccharides and polysaccharide fragments.
  • Glycoconjugate Production: Used in the synthesis of glycoproteins, glycolipids, and other biologically active glycoconjugates for drug discovery.
  • Pharmaceutical Intermediates: A key starting material for the production of carbohydrate-based active pharmaceutical ingredients (APIs) and prodrugs.
  • Biochemical Research: Employed in academic and industrial R&D for studying carbohydrate-protein interactions and enzyme mechanisms.
  • Glycosidase Inhibitor Development: Acts as a precursor for synthesizing potential glycosidase inhibitors with therapeutic applications.
  • Labeled Sugar Synthesis: A starting point for introducing radiolabels (e.g., tritium, carbon-14) or stable isotopes into carbohydrate molecules for tracer studies.

Basic Information

Product Name 2,3,4,6-Tetra-o-Acetyl-β-D-Glucopyranosyl Bromide
CAS No. 6919-96-6
Molecular Formula C14H19BrO9
Molecular Weight 411.20 g/mol
Synonyms Acetobromoglucose; 2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl bromide; α-D-Glucopyranosyl bromide, 2,3,4,6-tetraacetate; 1-Bromo-2,3,4,6-tetra-O-acetyl-α-D-glucopyranose; Tetra-O-acetyl-α-D-glucopyranosyl bromide; Bromo-2,3,4,6-tetra-O-acetyl-α-D-glucopyranose; Glucose pentaacetate α-bromide; Acetylated glucosyl bromide
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Quality Control

Our 2,3,4,6-Tetra-o-Acetyl-β-D-Glucopyranosyl Bromide is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including HPLC for purity, NMR for structural confirmation, and specific tests for moisture and residual solvents, to ensure it meets the stringent requirements for synthetic applications. Certificates of Analysis (COA) with full traceability are provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C (refrigerated) or as specified on the label. This product is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to prevent decomposition. 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%
Melting Point 86 - 90 °C
Specific Rotation [α]20/D +195° to +205° (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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