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3,4,6-Tri-o-Acetyl-2-Azido-2-Deoxy-D-Glucopyranosyl Trichloroacetimidate CAS NO 145840-43-3


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CAS No.:145840-43-3

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

3,4,6-Tri-o-Acetyl-2-Azido-2-Deoxy-D-Glucopyranosyl Trichloroacetimidate is a sophisticated glycosyl donor, a key building block in the synthesis of complex oligosaccharides and glycoconjugates. Its value lies in its high reactivity and stereoselectivity in glycosylation reactions, enabling the efficient construction of challenging glycosidic linkages. This advanced intermediate is essential for researchers and manufacturers in pharmaceutical development, particularly for creating novel carbohydrate-based drugs, vaccines, and diagnostic agents.

Application

  • Glycosylation Reagent: A critical donor molecule for the stereoselective synthesis of β-linked glucosamine derivatives and complex oligosaccharides.
  • Pharmaceutical Intermediate: Used in the research and production of active pharmaceutical ingredients (APIs) for antibiotics, antivirals, and anti-cancer therapies.
  • Glycoconjugate Synthesis: Enables the creation of glycoproteins, glycolipids, and other biologically active conjugates for immunological studies.
  • Carbohydrate Chemistry Research: A fundamental tool in academic and industrial laboratories for developing new synthetic methodologies and exploring carbohydrate function.
  • Vaccine Adjuvant Development: Employed in the synthesis of carbohydrate antigens and immunostimulatory compounds.
  • Chemical Biology Probes: Serves as a precursor for labeled sugars used to study glycosylation processes in living systems.

Basic Information

Item Details
Product Name 3,4,6-Tri-o-Acetyl-2-Azido-2-Deoxy-D-Glucopyranosyl Trichloroacetimidate
CAS No. 145840-43-3
Molecular Formula C14H17Cl3N4O8
Molecular Weight 475.66 g/mol
Synonyms 2-Azido-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranosyl Trichloroacetimidate; 2-Azido-2-deoxy-3,4,6-tri-O-acetyl-D-glucopyranosyl Trichloroacetimidate; Trichloroacetimidate Glycosyl Donor; GlcNAc Trichloroacetimidate Derivative; 1-O-(Trichloroacetimidoyl)-2-azido-3,4,6-tri-O-acetyl-2-deoxy-α/β-D-glucopyranose; 2-Azido-2-deoxyglucose Trichloroacetimidate Ester
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Quality Control

Our 3,4,6-Tri-o-Acetyl-2-Azido-2-Deoxy-D-Glucopyranosyl Trichloroacetimidate is manufactured under strict quality systems to ensure batch-to-batch consistency and high purity for sensitive synthetic applications. Each lot is supported by a comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles. We adhere to cGMP guidelines where applicable to support our clients in regulated pharmaceutical development.

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 compound is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability and reactivity.

Specification

Item Specification
Appearance White to off-white crystalline powder or solid
Identification (IR) Conforms to structure
Purity (HPLC) ≥ 95% (Anhydrous basis)
Water Content (KF) ≤ 1.0 %
Solubility Soluble in common organic solvents (DCM, Acetone, THF)

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

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