Description

(2S,3S,4S,5R,6R)-Methyl 6-((1R,2S,3R,4R,5R)-3-acetoxy-4-azido-6,8-dioxabicyclo[3,2,1]octan-2-yloxy)-3-((2R,3R,4R,5R,6R)-6-(acetoxyMethyl)-3-azido-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-yloxy)-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-carboxylate is a sophisticated, multi-functional carbohydrate derivative featuring azido and benzyl-protected hydroxyl groups. This compound is a critical chiral intermediate in the synthesis of complex oligosaccharides, glycoconjugates, and biologically active molecules. It is primarily needed by research institutions and pharmaceutical companies engaged in glycobiology research, carbohydrate-based drug discovery, and the development of novel vaccines and diagnostics.

Application

• Pharmaceutical Intermediate: Serves as a key building block for synthesizing complex carbohydrate-based active pharmaceutical ingredients (APIs) and vaccine components.
• Glycobiology Research: Used in academic and industrial R&D to study glycosylation processes, cell signaling, and carbohydrate-protein interactions.
• Glycoconjugate Synthesis: Essential for constructing glycopeptides, glycolipids, and other glycoconjugates with precise stereochemistry.
• Chemical Biology Probes: The azido groups enable efficient conjugation via click chemistry (e.g., CuAAC) for labeling and imaging applications.
• Oligosaccharide Assembly: A versatile monomer for the solid-phase or solution-phase synthesis of defined oligosaccharide sequences.
• Process Development: Used in scaling up synthetic routes for carbohydrate-based therapeutics, ensuring stereochemical fidelity.

Basic Information

Product Name	(2S,3S,4S,5R,6R)-Methyl 6-((1R,2S,3R,4R,5R)-3-acetoxy-4-azido-6,8-dioxabicyclo[3,2,1]octan-2-yloxy)-3-((2R,3R,4R,5R,6R)-6-(acetoxyMethyl)-3-azido-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-yloxy)-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-carboxylate
CAS No.	99541-27-2
Molecular Formula	C48H54N6O17
Molecular Weight	986.98 g/mol
Synonyms	Methyl 6-O-[3-acetoxy-4-azido-6,8-dioxabicyclo[3.2.1]oct-2-yl]-3-O-[6-(acetoxymethyl)-3-azido-4,5-di-O-benzyl-2-deoxy-α/β-D-glucopyranosyl]-4,5-di-O-benzyl-2-deoxy-α/β-D-glucopyranoside; Azido-functionalized disaccharide derivative; Benzyl-protected azido sugar intermediate; Carbohydrate building block CAS 99541-27-2; Glycosyl donor/acceptor with azide handles; Complex glycoside intermediate
EINECS	Contact for details

Quality Control

This high-value synthetic intermediate is produced under strict quality control protocols to ensure batch-to-batch consistency and stereochemical purity. Our products undergo rigorous analytical testing, including HPLC, NMR, and MS, to confirm identity, purity, and the absence of critical impurities. Certificates of Analysis (COA) detailing all specifications are provided with each shipment. We adhere to cGMP principles for manufacturing critical intermediates, supporting our clients' regulatory filings.

Storage

Preserve in a tightly closed container, protected from light. Store at -20°C or below under an inert atmosphere (e.g., argon or nitrogen) to prevent oxidation and degradation. The material is light-sensitive and easily oxidized; prolonged storage at room temperature is not recommended. Allow the sealed container to equilibrate to room temperature before opening to prevent moisture condensation.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (HPLC)	Conforms to reference standard
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 95.0%
Water Content (KF)	≤ 1.0%
Residual Solvents (GC)	Meets ICH guidelines
Specific Rotation	Contact for details

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