(-)-(4,6-O-Benzylidene)phenyl-β-D-glucopyranoside

Advance your carbohydrate chemistry and glycoscience research with (-)-(4,6-O-Benzylidene)phenyl-β-D-glucopyranoside (CAS No.: 75829-66-2, CAT No.: SRCB-075), a high-purity orthogonally protected glucose derivative featuring a benzylidene acetal protecting group bridging the 4- and 6-hydroxyl groups and a phenyl group at the anomeric β-position.

This compound is an important intermediate for selective glycosylation, oligosaccharide synthesis, and the development of synthetic glycoconjugates. It has the molecular formula C₁₉H₂₀O₅ and a molecular weight of 320.35 g/mol. Typically supplied as a white to off-white crystalline powder, this reagent offers excellent purity (≥98%) and good solubility in common organic solvents like dichloromethane (DCM), dimethylformamide (DMF), and methanol. The benzylidene group provides regioselective protection, while the phenyl glycoside moiety aids in stability and facilitates downstream synthetic modifications.

Product Highlights

Technical Features & Benefits

• Orthogonally Protected Glucose Derivative: Benzylidene acetal selectively protects C4 and C6 hydroxyls, facilitating regioselective glycosylation and subsequent functionalization.
• Phenyl β-Glycoside Stability: The phenyl group at the anomeric position increases compound stability and enables facile incorporation into glycoconjugates.
• High Purity & Consistency: Ensures reliable synthetic performance and reproducibility in carbohydrate and glycoscience research.
• Good Solubility Profile: Soluble in standard peptide and carbohydrate chemistry solvents, assisting in versatile synthetic workflows.
• Thermal Stability: Melting point around 125–130°C suitable for safe handling and storage.

Application Areas

• Intermediate for the synthesis of oligosaccharides and glycoconjugates.
• Used in regioselective glycosylation and carbohydrate functionalization studies.
• Building block in medicinal chemistry, bioconjugation, and glycomaterials research.
• Applicable in enzyme substrate design and glycan-protein interaction investigations.

Safety & Handling

• Handling Precautions: Use appropriate personal protective equipment including gloves, safety goggles, and lab coat. Avoid inhalation, ingestion, and contact with skin or eyes.
• Storage Recommendations: Store tightly closed in a cool, dry, and well-ventilated place, protected from light and moisture.
• Disposal Instructions: Dispose of waste according to local, regional, and national chemical safety regulations.

Why Choose SRIRAMCHEM Laboratories Pvt. Ltd.?

• Expert Manufacturing: Advanced synthesis and comprehensive quality control provide high purity and batch-to-batch reliability.
• Custom Synthesis: Flexible quantities and tailored modifications support diverse glycoscience and synthetic goals.
• Comprehensive Documentation: Each batch is accompanied by detailed Certificate of Analysis (COA), NMR, HPLC, and MS data for full traceability.
• Responsive Customer Service: Dedicated expert support from inquiry to delivery ensures smooth project execution.

Request a Quote or Sample Today!
Advance your glycoscience and carbohydrate synthesis projects with SRIRAMCHEM’s premium (-)-(4,6-O-Benzylidene)phenyl-β-D-glucopyranoside. Contact us for pricing, sample availability, or custom synthesis support.