1,2-O-Cyclohexylidene-3-O-methyl-α-D-glucofuranose

Advance your carbohydrate synthesis and organic chemistry research with 1,2-O-Cyclohexylidene-3-O-methyl-α-D-glucofuranose (CAS No.: 13322-87-7, CAT No.: SRCC-015). This compound is a protected sugar derivative featuring a cyclohexylidene ketal bridging the 1,2-hydroxyl groups and a methyl ether substituent at the 3-position. Its rigid bicyclic structure provides regioselective protection, making it an essential intermediate for oligosaccharide synthesis, nucleoside analog development, and complex carbohydrate chemistry.

With a molecular formula of C₁₃H₂₂O₆ and a molecular weight of 274.31 g/mol, it appears as a white crystalline solid. The compound is soluble in common organic solvents such as dichloromethane (DCM) and tetrahydrofuran (THF), enabling smooth incorporation into various synthetic protocols.

Product Highlights

Technical Features & Benefits

• Cyclic Ketal Protection: The cyclohexylidene ring forms a rigid bicyclic ketal protecting the 1,2-hydroxyl groups, enhancing regioselectivity in synthesis.
• Methyl Ether Substitution: Methylation at the 3-hydroxyl site reduces reactivity, allowing selective functionalization of remaining hydroxyls.
• Conformational Stability: The bicyclic structure enforces a stable conformation beneficial for synthetic control in oligosaccharide assembly.
• High Purity & Quality: Supplied with rigorous quality control ensuring ≥98% purity for reliable research use.
• Good Solubility: Compatible with common organic solvents like DCM and THF for diverse synthetic applications.

Application Areas

• Intermediate for oligosaccharide and glycoconjugate synthesis.
• Useful in nucleoside analogue synthesis and carbohydrate chemistry.
• Building block in asymmetric synthesis requiring selective hydroxyl protection.
• Support for regioselective chemical modifications in complex sugar scaffolds.

Safety & Handling

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

Why Choose SRIRAMCHEM Laboratories Pvt. Ltd.?

• Expert Manufacturing: Our advanced facilities and skilled team ensure production of every batch with extreme accuracy and high purity. Trusted since 2013 for powering pharmaceutical innovation and scientific research worldwide.
• Custom Synthesis: We excel in designing and synthesizing unique compounds from milligram to multi-kilogram scale tailored to your exact requirements.
• Uncompromising Quality: Each product includes comprehensive documentation, including Certificate of Analysis (COA), NMR, LC-MS, and HPLC data, ensuring verified identity and purity.
• Customer-Centric Support: Responsive and collaborative service prioritizes your scientific goals from inquiry through delivery.

Request a Quote or Sample Today!
Enhance your carbohydrate and synthetic chemistry projects with SRIRAMCHEM’s premium 1,2-O-Cyclohexylidene-3-O-methyl-α-D-glucofuranose. Contact our expert team now for pricing, sample availability, or custom synthesis support.