Description

6-O-(tert-Butyldimethylsilyl)-D-Glucose is a regioselectively protected monosaccharide derivative widely employed as a key synthetic intermediate in carbohydrate chemistry and nucleoside analog development. Its tert-butyldimethylsilyl (TBDMS) group provides robust, orthogonal protection at the C6 hydroxyl position—enabling precise manipulation of other functional groups while ensuring high stability under basic and nucleophilic conditions. This compound is essential for researchers and process chemists developing glycosylated pharmaceuticals, antiviral agents, and complex oligosaccharide structures. The 6-o-(tert-Butyldimethylsilyl)-D-Glucose CAS NO 1415558-25-6 is routinely specified in route scouting, API intermediate synthesis, and preclinical drug discovery programs.

Application

• Synthesis of nucleoside reverse transcriptase inhibitors (NRTIs), including analogs of stavudine and zalcitabine
• Building block for C6-modified glucose derivatives used in glycoconjugate vaccine development
• Regioselective glycosyl donor precursor in solid-phase oligosaccharide assembly
• Intermediate in the preparation of fluorescently labeled glucose probes for metabolic imaging studies
• Protecting group strategy for chemoenzymatic synthesis of rare sugar nucleotides (e.g., UDP-glucose analogs)
• Key reagent in the preparation of silyl-ether–based prodrugs with enhanced membrane permeability
• Substrate for enzymatic transglycosylation studies requiring defined hydroxyl protection patterns
• Reference standard and calibration material for HPLC and LC-MS quantification in synthetic carbohydrate workflows

Basic Information

Product Name	6-O-(tert-Butyldimethylsilyl)-D-Glucose
CAS No.	1415558-25-6
Molecular Formula	C16H36O6Si
Molecular Weight	348.54 g/mol
Synonyms	6-O-TBDMS-D-glucose; 6-O-(tert-Butyldimethylsilyl)-α-D-glucose; 6-O-(tert-Butyldimethylsilyl)-β-D-glucose; TBDMS-glucose; Glucose 6-O-TBDMS ether; D-Glucose, 6-O-[(1,1-dimethylethyl)dimethylsilyl]-; 6-(tert-Butyldimethylsiloxy)-D-glucose; 6-O-[(tert-Butyl)(dimethyl)silyl]-D-glucose
EINECS	Not listed

Quality Control

Our products undergo rigorous quality testing to ensure compliance with industry standards. Certificates of Analysis (COA) are available upon request. Each batch is verified for identity (IR, HPLC retention time), purity (≥98.5% by HPLC), residual solvents (meets ICH Q3C guidelines), and heavy metals (≤10 ppm). Testing adheres to ACS Reagent Grade specifications and supports GMP-aligned manufacturing environments.

Storage

Preserve in a tightly closed container, protected from light. Store at 15–25°C under inert atmosphere (argon or nitrogen) to prevent oxidation and moisture uptake. Keep away from strong acids, fluorides, and strong alkalis. Ensure low-humidity environment (<30% RH) during handling and storage.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to reference spectrum
Assay (HPLC)	≥98.5%
Related Substances (HPLC)	Single impurity ≤0.5%; Total impurities ≤1.5%
Residue on Ignition	≤0.1%
Water (Karl Fischer)	≤0.5%
Heavy Metals	≤10 ppm
Chloride	≤50 ppm

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