CAS 111830-53-6

3,6-di-O-(tert-butyldimethylsilyl)-D-glucal

Description:

3,6-di-O-(tert-butyldimethylsilyl)-D-glucal is a silylated derivative of D-glucal, which is a carbohydrate. This compound features two tert-butyldimethylsilyl (TBDMS) protecting groups attached to the hydroxyl groups at the 3 and 6 positions of the glucal structure. The presence of these bulky silyl groups enhances the compound's stability and solubility in organic solvents, making it useful in synthetic organic chemistry, particularly in glycosylation reactions. The glucal moiety itself is characterized by its unsaturated nature, which can participate in various chemical transformations, including cycloadditions and nucleophilic additions. The tert-butyldimethylsilyl groups can be selectively removed under mild acidic or fluoride conditions, allowing for the regeneration of the hydroxyl groups for further functionalization. This compound is typically used as an intermediate in the synthesis of more complex carbohydrates or glycosides, showcasing its utility in carbohydrate chemistry and medicinal chemistry applications.

3,6-DI-O-TERT-BUTYLDIMETHYLSILYL-D-GLUCAL

CAS: 111830-53-6

Formula: C₁₈H₃₈O₄Si₂

Purity: 95.0%

Molecular weight: 374.668

Ref: 10-F471135

3,6-Di-O-tert-butyldimethylsilyl-D-glucal

CAS: 111830-53-6

3,6-Di-O-tert-butyldimethylsilyl-D-glucal is a stereoselective synthetic compound that can be used as a glycosyl donor in the synthesis of glycosides. It is an intermediate in the synthesis of uridine, which is an important component of nucleic acids. 3,6-Di-O-tert-butyldimethylsilyl-D-glucal has been shown to inhibit the action of glycogen synthase and amylo-(1→4)-α-(1→2)-glycosidases. This inhibition prevents the breakdown of glycogen, which leads to a build up of glucose in the body and produces insulin resistance.

Purity: Min. 95%

Ref: 3D-MD04286