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2-Acetamido-3,4,6-Tri-o-Acetyl-2-Deoxy-β-D-Glucopyranosyl Isothiocyanate CAS NO 20590-45-8


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CAS No.:20590-45-8

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

2-Acetamido-3,4,6-Tri-o-Acetyl-2-Deoxy-β-D-Glucopyranosyl Isothiocyanate is a key protected glycosyl donor and advanced intermediate in carbohydrate chemistry. Its value lies in the reactive isothiocyanate group, which enables efficient conjugation and derivatization for the synthesis of complex glycoconjugates and thiourea-linked compounds. This high-purity building block is essential for researchers and manufacturers in pharmaceutical development, particularly for creating novel glycomimetics, targeted drug delivery systems, and diagnostic probes.

Application

  • Pharmaceutical Intermediate: Critical building block for the synthesis of glycosidase inhibitors and other therapeutic agents targeting carbohydrate-processing enzymes.
  • Glycoconjugate Synthesis: Used to create thiourea-bridged glycopeptides, glycoproteins, and neoglycoconjugates for biological studies and drug development.
  • Chemical Biology Probes: Enables the labeling and study of lectins, glycosidases, and other carbohydrate-binding proteins through covalent linkage.
  • Material Science: Serves as a precursor for functionalized surfaces and polymers with specific carbohydrate motifs for biosensing applications.
  • Academic & Industrial Research: A versatile reagent for exploring new synthetic pathways in glycoscience and developing novel bioactive molecules.

Basic Information

Product Name 2-Acetamido-3,4,6-Tri-o-Acetyl-2-Deoxy-β-D-Glucopyranosyl Isothiocyanate
CAS No. 20590-45-8
Molecular Formula C₁₅H₂₀N₂O₈S
Molecular Weight 388.39 g/mol
Synonyms 2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl isothiocyanate; N-Acetyl-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosylamine isothiocyanate; 1-Isothiocyanato-2-acetamido-1,2-dideoxy-3,4,6-tri-O-acetyl-β-D-glucopyranose; GlcNAc(Ac)₃-NCS; β-D-Glucopyranosyl isothiocyanate, 2-(acetylamino)-1,2-dideoxy-3,4,6-tri-O-acetyl-; Peracetylated GlcNAc-isothiocyanate
EINECS Contact for details

Quality Control

Our 2-Acetamido-3,4,6-Tri-o-Acetyl-2-Deoxy-β-D-Glucopyranosyl Isothiocyanate is manufactured under strict quality systems to ensure batch-to-batch consistency and high purity for sensitive synthetic applications. Each lot undergoes comprehensive analytical characterization, including HPLC for purity, NMR for structural confirmation, and optical rotation measurement. A detailed Certificate of Analysis (COA) is provided with every shipment, documenting all critical quality attributes.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C. This compound is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability and reactivity. 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 Optical Rotation Contact for details
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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