Description

Tri-o-(tert-Butyldimethylsilyl)-D-Glucal is a highly versatile, protected carbohydrate derivative, specifically a silylated glucal, that serves as a critical chiral building block and synthetic intermediate in advanced organic synthesis. Its primary value lies in providing a stable, reactive scaffold for the stereoselective construction of complex glycosidic linkages and other oxygen-containing heterocycles, which are fundamental to modern pharmaceutical and agrochemical research. This compound is essential for R&D chemists and process development scientists working in the synthesis of nucleoside analogs, antiviral agents, complex natural products, and novel carbohydrate-based materials.

Application

• Pharmaceutical Intermediate: Key precursor in the synthesis of nucleoside and nucleotide analogs for antiviral and anticancer drug discovery.
• Glycosylation Chemistry: Acts as a glycosyl donor in the stereoselective formation of O-glycosidic bonds for complex oligosaccharide synthesis.
• Chiral Pool Synthesis: Serves as a valuable chiral template for the asymmetric synthesis of natural products and bioactive molecules.
• Agrochemical Research: Used in developing novel, biologically active compounds with carbohydrate backbones.
• Material Science: Building block for creating specialized polymers, surfactants, or ligands with specific stereochemistry.
• Process Chemistry & Scale-up: Employed in route development and optimization for the commercial manufacturing of active pharmaceutical ingredients (APIs).

Basic Information

Item	Details
Product Name	Tri-o-(tert-Butyldimethylsilyl)-D-Glucal
CAS No.	79999-47-6
Molecular Formula	C24H52O5Si3
Molecular Weight	505.92 g/mol
Synonyms	1,5-Anhydro-2-deoxy-3,4,6-tris-O-[(1,1-dimethylethyl)dimethylsilyl]-D-arabino-hex-1-enitol; D-Glucal, 3,4,6-tris-O-(tert-butyldimethylsilyl)-; Tris-O-TBDMS-D-glucal; 3,4,6-Tri-O-tert-butyldimethylsilyl-D-glucal; Per-O-TBDMS-D-glucal; TBDMS-protected D-glucal; (3R,4R,5R,6R)-3,4,6-Tris[[tert-butyl(dimethyl)silyl]oxy]-5-[(tert-butyl(dimethyl)silyl]oxymethyl]oxacyclohex-1-ene
EINECS	Contact for details

Quality Control

Our Tri-o-(tert-Butyldimethylsilyl)-D-Glucal is manufactured under strict quality management systems to ensure batch-to-batch consistency and high purity for research and development applications. Each lot is accompanied by a comprehensive Certificate of Analysis (COA) detailing key parameters such as identity, purity, and impurity profile. While typically supplied as a high-purity research chemical, specifications can be aligned with cGMP or other relevant standards for advanced pharmaceutical development upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). Due to its hygroscopic (moisture-sensitive) nature, the container must be kept tightly sealed under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent degradation. Keep away from heat and incompatible materials.

Specification

Item	Specification
Appearance	White to off-white solid or viscous oil
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 95%
Optical Rotation	Contact for details
Water Content (KF)	≤ 0.5%
Residual Solvents (GC)	Meets ICH guidelines

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