CAS 79999-47-6

1,5-anhydro-3,4,6-tris-O-[tert-butyl(dimethyl)silyl]-2-deoxy-D-arabino-hex-1-enitol

Description:

1,5-Anhydro-3,4,6-tris-O-[tert-butyl(dimethyl)silyl]-2-deoxy-D-arabino-hex-1-enitol is a complex organic compound characterized by its unique structural features and functional groups. It contains a hexose sugar backbone modified with an anhydro group, which contributes to its stability and reactivity. The presence of multiple tert-butyl(dimethyl)silyl groups indicates that the compound is heavily silylated, enhancing its hydrophobicity and potentially influencing its solubility in organic solvents. This silylation also serves to protect hydroxyl groups from unwanted reactions during synthetic processes. The compound's hex-1-enitol structure suggests it has a double bond, which may participate in various chemical reactions, including addition and polymerization. Its stereochemistry, particularly the D-arabino configuration, plays a crucial role in determining its biological activity and interaction with other molecules. Overall, this compound is of interest in synthetic organic chemistry and may have applications in the development of pharmaceuticals or as a precursor in glycosylation reactions.

Formula: C₂₄H₅₂O₅Si₃

InChI: InChI=1/C24H52O4Si3/c1-22(2,3)29(10,11)26-18-20-21(28-31(14,15)24(7,8)9)19(16-17-25-20)27-30(12,13)23(4,5)6/h16-17,19-21H,18H2,1-15H3/t19-,20-,21+/m1/s1

Synonyms:

• 79999-47-6
• (((2R,3R,4R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-3,4-dihydro-2H-pyran-3,4-diyl)bis(oxy))bis(tert-butyldimethylsilane)
• TRI-O-(TERT-BUTYLDIMETHYLSILYL)-D-GLUCAL
• D-arabino-Hex-1-enitol, 1,5-anhydro-2-deoxy-3,4,6-tris-O-[(1,1-dimethylethyl)dimethylsilyl]-
• Tri-O-(tert-butyldimethylsilyl)-D-glucal 98%

Tri-O-(Tert-Butyldimethylsilyl)-D-Glucal

CAS: 79999-47-6

Tri-O-(Tert-Butyldimethylsilyl)-D-Glucal

Purity: 98%

Molecular weight: 488.92g/mol

Ref: 54-OR1026879

3,4,6-Tri-O-(tert-butyldimethylsilyl)-D-glucal

CAS: 79999-47-6

3,4,6-Tri-O-(tert-butyldimethylsilyl)-D-glucal is a spiroketal that has been synthesized for the first time. It is an antifungal agent that inhibits the growth of fungi by inhibiting the synthesis of glucose in the cell wall. 3,4,6-Tri-O-(tert-butyldimethylsilyl)-D-glucal binds to carbanions and alcohols in the cell membrane by π–π interactions and prevents them from forming new cross links between polysaccharides and proteins. This compound also prevents glucose from being transported into the cell wall. The antifungal properties of 3,4,6-tri-O-(tert-butyldimethylsilyl)-D-glucal are due to its ability to inhibit carbohydrate metabolism in fungi.

Formula: C₂₄H₅₂O₄Si₃

Purity: Min. 95%

Molecular weight: 488.92 g/mol

Ref: 3D-MT45837