Description

2-Acetamido-2-Deoxy-α-D-Glucopyranosyl Chloride 3,4,6-Triacetate is a key glycosyl donor intermediate in carbohydrate chemistry, specifically a protected N-acetylglucosamine derivative with an anomeric chloride leaving group. This compound matters for its critical role in the stereoselective synthesis of complex oligosaccharides and glycoconjugates, enabling the construction of biologically significant structures. It is primarily needed by research institutions and pharmaceutical companies engaged in the development of glycobiology tools, carbohydrate-based vaccines, and novel therapeutic agents.

Application

• Glycosylation Reactions: As a crucial glycosyl donor for the stereoselective synthesis of β-linked N-acetylglucosamine (GlcNAc) oligosaccharides.
• Glycoconjugate Synthesis: For the preparation of neoglycoconjugates, glycopeptides, and glycolipids used in immunological and biological studies.
• Pharmaceutical Intermediate: In the research and development of carbohydrate-based drugs, including antiviral and anticancer agents.
• Enzyme Substrate/Inhibitor Development: For creating probes and inhibitors targeting glycosidases and glycosyltransferases.
• Material Science: As a building block for synthesizing functionalized polymers and surfaces with specific carbohydrate motifs.
• Chemical Biology Tool: For metabolic labeling and imaging studies of cellular glycosylation processes.

Basic Information

Product Name	2-Acetamido-2-Deoxy-α-D-Glucopyranosyl Chloride 3,4,6-Triacetate
CAS No.	3068-34-6
Molecular Formula	C₁₄H₂₀ClNO₉
Molecular Weight	381.76 g/mol
Synonyms	2-Acetamido-2-deoxy-α-D-glucopyranosyl chloride 3,4,6-triacetate; 2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl chloride; N-Acetyl-3,4,6-tri-O-acetyl-α-D-glucosaminyl chloride; α-D-Glucosamine, N-acetyl-3,4,6-tri-O-acetyl-, chloride; GlcNAc(α)-Cl (Triacetate); 1-Chloro-2-acetamido-1,2-dideoxy-3,4,6-tri-O-acetyl-α-D-glucopyranose; 3,4,6-Tri-O-acetyl-2-deoxy-2-(acetylamino)-α-D-glucopyranosyl chloride
EINECS	Contact for details

Quality Control

Our 2-Acetamido-2-Deoxy-α-D-Glucopyranosyl Chloride 3,4,6-Triacetate is produced under strict quality management protocols to ensure high purity and batch-to-batch consistency, suitable for demanding synthetic applications. All products undergo rigorous analytical testing, including HPLC, NMR, and optical rotation analysis, to confirm identity, purity, and anomeric configuration. A comprehensive Certificate of Analysis (COA) detailing all specifications is provided with each shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C (refrigerated) or as indicated on the label or COA. This compound is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability and reactivity. Keep container tightly sealed in a desiccator after opening.

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	+100° to +110° (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.