Chemical Description:
IUPAC Name: (3R,4S,5R,6R)-3,4,5-Tris[(trimethylsilyl)oxy]-6-[[(trimethylsilyl)oxy]methyl]tetrahydro-2H-pyran-2-one
Molecular Formula: C16H38O6Si4
Molecular Weight: 438.80 g/mol
Structure:
This compound is a fully trimethylsilyl-protected carbohydrate lactone derivative. It consists of a tetrahydro-2H-pyran-2-one (lactone) core substituted with multiple trimethylsilyl (TMS) ether groups. The molecule contains four trimethylsilyl-protected hydroxyl functionalities, enhancing volatility and stability for analytical and synthetic applications.
Chemical Classification:
Class: Trimethylsilyl-protected carbohydrate derivative
Functional Groups:
Lactone (cyclic ester)
Trimethylsilyl ether groups
Protected hydroxyl groups
Silicon-containing organic substituents
Applications & Usage:
Organic synthesis:
Widely used as a protected intermediate in carbohydrate chemistry. Trimethylsilyl groups protect hydroxyl functionalities during multi-step synthetic procedures.
Analytical chemistry:
Commonly utilized in derivatization processes for gas chromatography (GC) and GC-MS analysis to increase volatility and improve detection of sugar-related compounds.
Research applications:
Applied in stereochemical studies and synthetic method development involving protected monosaccharide derivatives.
Storage & Handling:
Storage:
Store in a cool, dry, well-ventilated place. Keep container tightly closed. Protect from moisture, as trimethylsilyl groups are sensitive to hydrolysis.
Handling:
Avoid contact with moisture, eyes, skin, and clothing. Handle under dry conditions using appropriate personal protective equipment and in accordance with good laboratory and industrial hygiene practices.
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