Description

2-Deoxy-2-(1,3-Dihydro-1,3-Dioxo-2H-Isoindol-2-Yl)-β-D-Glucopyranosyl Azide 3,4,6-Triacetate is a key protected glycosyl azide building block used in advanced organic synthesis. This compound is valued for its role as a versatile intermediate in the preparation of complex carbohydrate mimetics and glycoconjugates. It is primarily sought after by research institutions and pharmaceutical companies engaged in the development of novel therapeutics, including glycomimetic drugs and targeted bioconjugates.

Application

• Glycoconjugate Synthesis: A critical precursor for the chemoselective synthesis of glycopeptides, glycoproteins, and other biologically active carbohydrate-protein conjugates.
• Glycomimetic Drug Development: Serves as a key intermediate in the creation of carbohydrate-based drug candidates designed to inhibit lectins, enzymes, or other biological targets.
• Click Chemistry: The azide functional group enables efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions for rapid and modular assembly of complex molecular architectures.
• Oligosaccharide Assembly: Used in block synthesis strategies for constructing defined oligosaccharide sequences, leveraging its protected and activated anomeric center.
• Chemical Biology Probes: Facilitates the creation of tagged carbohydrate probes for studying glycosylation processes, cell-surface interactions, and metabolic pathways.
• Material Science Functionalization: Enables the surface modification of polymers and nanoparticles with carbohydrate motifs for biomedical and sensing applications.

Basic Information

Product Name	2-Deoxy-2-(1,3-Dihydro-1,3-Dioxo-2H-Isoindol-2-Yl)-β-D-Glucopyranosyl Azide 3,4,6-Triacetate
CAS No.	102816-24-0
Molecular Formula	C21H22N4O10
Molecular Weight	490.42 g/mol
Synonyms	2-Azido-2-deoxy-1,3,4,6-tetra-O-acetyl-β-D-glucopyranose N-Phthalimide; 2-Azido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl Phthalimide; 2-Deoxy-2-phthalimido-β-D-glucopyranosyl Azide 3,4,6-Triacetate; 1,3,4,6-Tetra-O-acetyl-2-azido-2-deoxy-β-D-glucopyranose N-Phthalimide; β-D-Glucopyranosyl Azide, 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-, 3,4,6-triacetate; 2-Azido-2-deoxy-β-D-glucopyranose Tetraacetate N-Phthalimide Derivative; GlcNAz Phthalimide Tetraacetate (common abbreviation); 2-PthN3Glc-β-(OAc)4
EINECS	Contact for details

Quality Control

Our 2-Deoxy-2-(1,3-Dihydro-1,3-Dioxo-2H-Isoindol-2-Yl)-β-D-Glucopyranosyl Azide 3,4,6-Triacetate is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC, NMR, and mass spectrometry, to ensure identity, purity, and consistency. Certificates of Analysis (COA) detailing all specifications are provided with every shipment to support your research and development quality assurance protocols.

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 easily oxidized and should be handled under an inert atmosphere when appropriate for prolonged use. Keep container tightly sealed in a dry environment to minimize exposure to moisture.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%
Specific Rotation	Contact for details

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