Description

(3R,4S,5R,6R)-3,4,5-Tris(Trimethylsilyloxy)-6-((Trimethylsilyloxy)Methyl)Tetrahydro-2H-Pyran-2-One is a key protected intermediate in advanced organic synthesis, valued for its role in constructing complex carbohydrate and nucleoside analogs. Its strategic importance lies in providing a versatile, multi-silylated scaffold that enables selective deprotection and further functionalization under mild conditions. This compound is essential for research and development chemists in the pharmaceutical and biotechnology sectors, particularly those working on antiviral agents, modified nucleotides, and sophisticated glycochemistry.

Application

• Pharmaceutical Intermediate: A critical building block for the synthesis of novel nucleoside analogs and antiviral prodrugs.
• Carbohydrate Chemistry: Used in the preparation of complex, selectively protected monosaccharide derivatives for glycobiology research.
• Antiviral Drug Development: Serves as a precursor in the synthesis of potential therapeutic agents targeting viral polymerases.
• Process Chemistry: Employed in route development and scale-up for active pharmaceutical ingredients (APIs) requiring sophisticated sugar modifications.
• Chemical Biology Probes: Facilitates the creation of labeled or modified sugar nucleotides for studying enzymatic pathways.
• Academic & Contract Research: A valuable reagent for synthetic methodology development and exploratory research in medicinal chemistry.

Basic Information

Product Name	(3R,4S,5R,6R)-3,4,5-Tris(Trimethylsilyloxy)-6-((Trimethylsilyloxy)Methyl)Tetrahydro-2H-Pyran-2-One
CAS No.	32469-28-6
Molecular Formula	C19H44O7Si4
Molecular Weight	508.90 g/mol
Synonyms	1,2,3,4-Tetra-O-trimethylsilyl-D-glucurono-6,3-lactone; D-Glucurono-6,3-lactone, 1,2,3,4-tetrakis-O-(trimethylsilyl)-; Tetrakis(trimethylsilyl) D-glucuronolactone; TMS-protected glucuronolactone; Per-O-trimethylsilyl glucuronolactone; 1,2,3,4-Tetra-O-TMS-D-glucurono-6,3-lactone; (3R,4S,5R,6R)-3,4,5-Tris[(trimethylsilyl)oxy]-6-[[(trimethylsilyl)oxy]methyl]oxan-2-one
EINECS	Contact for details

Quality Control

Our (3R,4S,5R,6R)-3,4,5-Tris(Trimethylsilyloxy)-6-((Trimethylsilyloxy)Methyl)Tetrahydro-2H-Pyran-2-One is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral purity verification and impurity profiling, to ensure it meets the exacting standards required for advanced synthetic applications. A comprehensive Certificate of Analysis (COA) detailing identity, purity (HPLC/GC), and specific parameters is provided with every shipment to guarantee traceability and consistency for your critical R&D and scale-up processes.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (e.g., nitrogen or argon) when possible to prevent decomposition. Keep the container tightly sealed in a desiccator after opening.

Specification

Item	Specification
Appearance	Colorless to pale yellow viscous liquid or solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC/GC)	≥ 95.0%
Chiral Purity	≥ 98.0% ee
Water Content (KF)	≤ 0.5%

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