CAS 32384-65-9

2,3,4,6-Tetrakis-O-trimetilsilil-D-gluconolactona

Descripción:

2,3,4,6-Tetrakis-O-trimetilsilil-D-gluconolactona es un derivado de D-gluconolactona, que es un éster cíclico del ácido D-glucónico. Este compuesto presenta cuatro grupos trimetilsililo (TMS) unidos a los grupos hidroxilo de la parte de glucosa, lo que mejora su estabilidad e hidrofobicidad. La presencia de estos grupos TMS hace que el compuesto sea más adecuado para el análisis por cromatografía de gases y espectrometría de masas, ya que reducen la polaridad y aumentan la volatilidad. La estructura de lactona contribuye a su reactividad, permitiéndole participar en varias reacciones químicas, incluyendo hidrólisis y esterificación. Este compuesto se utiliza típicamente en síntesis orgánica y química analítica, particularmente en la derivatización de carbohidratos para una mejor detección y cuantificación. Sus características estructurales únicas también lo convierten en un intermediario valioso en la síntesis de moléculas orgánicas más complejas. Al igual que con muchos compuestos organosilícicos, es importante manejarlo con cuidado, considerando la reactividad potencial y los protocolos de seguridad.

Fórmula: 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

Clave InChI: InChIKey=VNGTZLYNGGLPIZ-WCXIOVBPSA-N

SMILES: O([Si](C)(C)C)[C@H]1[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)OC(=O)[C@@H]1O[Si](C)(C)C

Sinónimos:

• (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>-
• 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
• (3R,4S,5R,6R)-3,4,5-tris(trimethylsilyloxy)-6-(trimethylsilyloxymethyl)oxan-2-one
• Dapagliflozin Impurity 12
• (3R,5R,6R)-3,4,5-Tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
• Canagliflozin Impurity 9
• 2,3,4,6-Tetra-O-(trimethylsilyl)-D-glucono-1,5-lactone

2,3,4,6-Tetrakis-O-trimethylsilyl-D-gluconolactone

CAS: 32384-65-9

Fórmula: C₁₈H₄₂O₆Si₄

Pureza: 95%

Forma y color: Liquid

Peso molecular: 466.8645

Ref: IN-DA0039AU

Canagliflozin Impurity 9

CAS: 32384-65-9

Fórmula: C₁₈H₄₂O₆Si₄

Forma y color: Colorless Liquid

Peso molecular: 466.87

Ref: 4Z-C-152021

(3R,4S,5R,6R)-3,4,5-tris(trimethylsilyl)oxy)-6-((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one

CAS: 32384-65-9

(3R,4S,5R,6R)-3,4,5-tris(trimethylsilyl)oxy)-6-((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one

Fórmula: C₁₈H₄₂O₆Si₄

Pureza: 90%

Forma y color: clear. colourless. viscous liquid

Peso molecular: 466.86g/mol

Ref: 54-OR53043

2,3,4,6-Tetrakis-O-trimethylsilyl-D-glucono-1,5-lactone

CAS: 32384-65-9

Fórmula: C₁₈H₄₂O₆Si₄

Pureza: >98.0%(GC)

Forma y color: Colorless to Light yellow clear liquid

Peso molecular: 466.87

Ref: 3B-T4205

2,3,4,6-Tetrakis-O-trimethylsilyl-D-gluconolactone

CAS: 32384-65-9

Fórmula: C₁₈H₄₂O₆Si₄

Peso molecular: 466.86

Ref: ST-EA-CP-E7003

2,3,4,6-Tetrakis-O-trimethylsilyl-D-gluconolactone

CAS: 32384-65-9

Applications 2,3,4,6-Tetrakis-O-trimethylsilyl-D-gluconolactone is an antidiabetic agent and an intermediate of Dapagliflozin (D185370). 2,3,4,6-Tetrakis-O-trimethylsilyl-D-gluconolactone acts as a reagent in the synthesis of trans-cyclohexane-bearing C-glucose as sodium glucose co-transporter 2 inhibitors.
References Shao, H., et al.: Youji Huaxue, 31, 836 (2011);

Fórmula: C₁₈H₄₂O₆Si₄

Forma y color: Neat

Peso molecular: 466.86

Ref: TR-T279540

2,3,4,6-Tetra-O-trimethylsilyl-D-glucono-1,5-lactone

CAS: 32384-65-9

2,3,4,6-Tetra-O-trimethylsilyl-D-glucono-1,5-lactone is a synthetic building block which has been used to prepare C-glucosides via the nucleophilic addition of a suitably functionalised aryllithium reagent, followed by a triethylsilane reduction. Notable examples of this include the synthesis of C-glycoside intermediates which have been further elaborated to afford canagliflozin, bexagliflozin and dapagliflozin which inhibit sodium-dependant glucose co-transporter 2 (SGLT2) and are of interest as antidiabetic agents.

Fórmula: C₁₈H₄₂O₆Si₄

Pureza: Min. 95%

Forma y color: Colorless Clear Liquid

Peso molecular: 466.86 g/mol

Ref: 3D-MT08101

(3R,4S,5R,6R)-3,4,5-Tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one

CAS: 32384-65-9

Pureza: 95%

Forma y color: Liquid

Peso molecular: 466.8680115

Ref: 10-F789609

2,3,4,6-Tetrakis-O-trimethylsilyl-L-gluconolactone

Producto controlado

CAS: 32384-65-9

Stability Moisture Sensitive
Applications 2,3,4,6-Tetrakis-O-trimethylsilyl-L-gluconolactone is an intermediate in synthesizing Ent-α-C Dapagliflozin (D185365), is an enantiomer of Dapagliflozin (D185370), a sodium-glucose transporter 2 inhibitor.
References Kasichayanula, S. et al.: Diabetes, Obesity and Metabolism 13, 47 (2011)

Fórmula: C₁₈H₄₂O₆Si₄

Forma y color: Neat

Peso molecular: 466.865

Ref: TR-T279543

2,3,4,6-Tetra-O-(trimethylsilyl)-D-glucono-δ-lactone

CAS: 32384-65-9

2,3,4,6-Tetra-O-(trimethylsilyl)-D-glucono-delta-lactone is a useful organic compound for research related to life sciences. The catalog number is T66182 and the CAS number is 32384-65-9.

Fórmula: C₁₈H₄₂O₆Si₄

Forma y color: Solid

Peso molecular: 466.868

Ref: TM-T66182