CAS 32384-65-9

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

Descrição:

2,3,4,6-Tetrakis-O-trimetilsilil-D-gluconolactona é um derivado da D-gluconolactona, que é um éster cíclico do ácido D-glucônico. Este composto apresenta quatro grupos trimetilsililo (TMS) ligados aos grupos hidroxila da parte de glicose, aumentando sua estabilidade e hidrofobicidade. A presença desses grupos TMS torna o composto mais adequado para análise por cromatografia gasosa e espectrometria de massas, pois reduzem a polaridade e aumentam a volatilidade. A estrutura de lactona contribui para sua reatividade, permitindo que participe de várias reações químicas, incluindo hidrólise e esterificação. Este composto é tipicamente utilizado em síntese orgânica e química analítica, particularmente na derivatização de carboidratos para melhor detecção e quantificação. Suas características estruturais únicas também o tornam um intermediário valioso na síntese de moléculas orgânicas mais complexas. Assim como muitos compostos organossilícicos, é importante manuseá-lo com cuidado, considerando a reatividade potencial e os protocolos de segurança.

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

Chave 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%

Cor e Forma: Liquid

Peso molecular: 466.8645

Ref: IN-DA0039AU

Canagliflozin Impurity 9

CAS: 32384-65-9

Fórmula: C₁₈H₄₂O₆Si₄

Cor e Forma: 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%

Cor e Forma: 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)

Cor e Forma: 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

Cor e Forma: 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%

Cor e Forma: 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%

Cor e Forma: Liquid

Peso molecular: 466.8680115

Ref: 10-F789609

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

Produto 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

Cor e Forma: 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

Cor e Forma: Solid

Peso molecular: 466.868

Ref: TM-T66182