1,2-O-Isopropylidene-β-D-glucofuranose

Advance your carbohydrate chemistry, glycoscience, and synthetic research with 1,2-O-Isopropylidene-β-D-glucofuranose (CAS No.: 18549-40-1, CAT No.: SRCI-011). This compound is a protected derivative of D-glucofuranose, featuring a five-membered furanose ring stabilized by an isopropylidene group at the 1,2-O positions. The isopropylidene group serves as a robust protecting group for hydroxyl functionalities, enhancing the stability of the sugar during glycosylation reactions and suppressing undesired hydrolysis. Commonly used as an intermediate in oligosaccharide synthesis, this compound supports the study and manipulation of glycosidic bonds as well as the preparation of glycosides and other carbohydrate derivatives. Its chiral centers confer optical activity, and its crystalline solid form makes it convenient for handling and purification in synthetic protocols.

Molecular formula: C₉H₁₆O₆, Molecular weight: 220.22 g/mol. It appears as a white to nearly white crystalline powder, melting point 155–162 °C, with specific rotation [α]₂₀/D –11° to –13° (c=1, H₂O). Slightly soluble in water and methanol; soluble in DMF, DMSO, and ethanol. Store at room temperature in a cool, dark place (recommended <15°C) or at 0–8°C for long-term stability. Purity is typically ≥97%.

Product Highlights

Technical Features & Benefits

• Robust Protecting Group: Isopropylidene group at 1,2-O positions shields sugar hydroxyls, enabling regioselective reactions.
• Key Sugar Intermediate: Extensively used for the stepwise synthesis of oligosaccharides and modified glycosides.
• Optical Purity: Stereochemically defined for chiral chemistry and asymmetric synthesis.
• High Chemical Stability: Resists hydrolysis during prolonged synthetic manipulations compared to unprotected sugars.
• Broad Solubility: Compatible with a range of polar solvents for enhanced versatility in complex carbohydrate synthesis.

Application Areas

• Building block for oligosaccharide, glycoside, and carbohydrate derivative synthesis
• Intermediate in the preparation of nucleoside analogs and modified sugars
• Used in the study and selective manipulation of glycosidic bonds
• Reagent for protection-deprotection schemes in organic and medicinal chemistry

Safety & Handling

• Precautions: Not hazardous under normal use. Use PPE—gloves, goggles, lab coat. Avoid inhalation and contact with eyes or skin.
• Storage: Store tightly sealed in a cool, dry, dark location (room temperature or 0–8°C for long-term stability).
• Disposal: Dispose of according to local and national environmental and chemical regulations.

Why Choose SRIRAMCHEM Laboratories Pvt. Ltd.?

• Expert Manufacturing: High-purity carbohydrate intermediates prepared with strict quality control.
• Flexible Supply: Available from grams to kilograms for research or scale-up.
• Comprehensive QA: Full Certificate of Analysis (COA), NMR, and analytical documentation.
• Technical Support: Responsive and knowledgeable staff ready to assist your carbohydrate science needs.

Request a Quote or Sample Today!
Streamline your advanced synthesis with SRIRAMCHEM’s 1,2-O-Isopropylidene-β-D-glucofuranose. Contact us for pricing, custom packing, or technical inquiries.