CAS 32384-65-9: 2,3,4,6-Tetrakis-O-trimethylsilyl-D-gluconolactone
Description:2,3,4,6-Tetrakis-O-trimethylsilyl-D-gluconolactone is a derivative of D-gluconolactone, which is a cyclic ester of D-gluconic acid. This compound features four trimethylsilyl (TMS) groups attached to the hydroxyl groups of the glucose moiety, enhancing its stability and hydrophobicity. The presence of these TMS groups makes the compound more amenable to gas chromatography and mass spectrometry analysis, as they reduce polarity and increase volatility. The lactone structure contributes to its reactivity, allowing it to participate in various chemical reactions, including hydrolysis and esterification. This compound is typically used in organic synthesis and analytical chemistry, particularly in the derivatization of carbohydrates for improved detection and quantification. Its unique structural characteristics also make it a valuable intermediate in the synthesis of more complex organic molecules. As with many organosilicon compounds, it is important to handle it with care, considering potential reactivity and safety protocols.
Formula:C18H42O6Si4
InChI:InChI=1S/C18H42O6Si4/c1-25(2,3)20-13-14-15(22-26(4,5)6)16(23-27(7,8)9)17(18(19)21-14)24-28(10,11)12/h14-17H,13H2,1-12H3/t14-,15-,16+,17-/m1/s1
InChI key:InChIKey=VNGTZLYNGGLPIZ-WCXIOVBPSA-N
SMILES:O=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C
- Synonyms:
- (3R,4S,5R,6R)-3,4,5-Tri[(trimethylsilyl)oxy]-6-[[(trimethylsilyl)oxy]methyl]tetrahydro-2H-pyran-2-one
- (3R,4S,5R,6R)-3,4,5-Tris((Trimethylsilyl)Oxy)-6-(((Trimethylsilyl)Oxy)Methyl)Tetrahydropyran-2-One
- (3R,4S,5R,6R)-3,4,5-tris(trimethylsilyloxy)-6-((trimethylsilyloxy)methyl)-tetrahydropyran-2-one
- (3R,4s,5r,6r)-3,4,5-tris(trimethylsilyloxy)-6-((trimethylsilyloxy)methyl)tetrahydro-2h-pyran-2-one
- 2,3,4,6-Tetra-O-(trimethylsilyl)-<span class="text-smallcaps">D</span>-glucono-1,5-lactone
- 2,3,4,6-Tetrakis-O-triMethylsilyl-D-gluconolactoe
- 2,3,4,6-Tetrakis-O-trimethylsilyl-<span class="text-smallcaps">D</span>-gluconolactone
- <span class="text-smallcaps">D</span>-Gluconic acid, 2,3,4,6-tetrakis-O-(trimethylsilyl)-, δ-lactone
- D-2,3,4,6-Tetrakis-O-(Trimethylsilyl)-Gluconic Acid Delta-Lactone
- Gluconic acid, 2,3,4,6-tetrakis-O-(trimethylsilyl)-, δ-lactone, <span class="text-smallcaps">D</span>-
- See more synonyms
- Gluconic acid, 2,3,4,6-tetrakis-O-(trimethylsilyl)-, δ-lactone, D-
- D-Gluconic acid, 2,3,4,6-tetrakis-O-(trimethylsilyl)-, δ-lactone
- 2,3,4,6-Tetrakis-O-trimethylsilyl-D-gluconolactone
