Description

(2S,3S,4S,5R,6R)-6-Azido-3,4,5-Trihydroxyoxane-2-Carboxylic Acid is a high-value, stereochemically defined azido sugar derivative that serves as a critical building block in advanced organic synthesis. Its unique structure, featuring both an azido group and multiple hydroxyl functionalities, makes it an indispensable intermediate for the preparation of complex bioactive molecules and novel materials. This compound is primarily sought after by research institutions and pharmaceutical companies engaged in the development of glycosidase inhibitors, antiviral agents, and carbohydrate-based vaccines.

Application

• Pharmaceutical Intermediate: Key precursor in the synthesis of novel glycosidase inhibitors and antiviral compounds.
• Glycobiology Research: Essential building block for constructing complex oligosaccharides and glycoconjugates for biological activity studies.
• Click Chemistry Substrate: The azido group enables efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) for bioconjugation and polymer functionalization.
• Carbohydrate Chemistry: Used in the stereoselective synthesis of rare sugars and C-glycosides.
• Material Science: Intermediate for creating functionalized polymers and surfaces with bioactive carbohydrate motifs.
• Diagnostic Probe Development: Serves as a starting material for labeling agents and molecular imaging probes.

Basic Information

Item	Details
Product Name	(2S,3S,4S,5R,6R)-6-Azido-3,4,5-Trihydroxyoxane-2-Carboxylic Acid
CAS No.	357981-14-7
Molecular Formula	C6H9N3O6
Molecular Weight	219.15 g/mol
Synonyms	6-Azido-3,4,5-trihydroxyoxane-2-carboxylic acid; 6-Azido-D-gluconic acid 1,5-lactone; 6-Azido-6-deoxy-D-glucono-1,5-lactone; 6-Azido-6-deoxy-D-gluconolactone; Azido-D-gluconolactone; (2S,3S,4S,5R,6R)-6-Azido-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid; 6-Azido-6-deoxyglucono-1,5-lactone
EINECS	Contact for details

Quality Control

Every batch of (2S,3S,4S,5R,6R)-6-Azido-3,4,5-Trihydroxyoxane-2-Carboxylic Acid is manufactured under strict quality management systems. We provide comprehensive analytical data to ensure identity, purity, and stereochemical integrity, meeting the stringent requirements of research and pre-clinical development. A detailed Certificate of Analysis (COA) is supplied with each shipment, documenting key parameters such as assay, enantiomeric excess, and impurity profile.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C under an inert atmosphere (e.g., nitrogen or argon) to prevent oxidation and degradation. The container should be kept in a well-ventilated area away from heat and incompatible materials.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Assay (HPLC)	≥ 97.0%
Enantiomeric Excess (Chiral HPLC)	≥ 99.0%
Water Content (KF)	≤ 1.0%
Residue on Ignition	≤ 0.5%

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