449458

(tert-Butyldimethylsilyloxy)acetaldehyde

90%

• Sinônimo(s): (tert-Butyldimethylsiloxy)acetaldehyde, 2-(tert-Butyldimethylsilyloxy)acetaldehyde, 2-[(tert-Butyl)dimethylsiloxy]acetaldehyde, 2-[(tert-Butyldimethylsilanyl)oxy]acetaldehyde, 2-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]acetaldehyde, Dimethyl-tert-butylsilyloxyacetaldehyde
• Fórmula linear: (CH₃)₃CSi(CH₃)₂OCH₂CHO
• Número CAS: 102191-92-4
• Peso molecular: 174.31
• Número MDL: MFCD01321229
• Código UNSPSC: 12352100
• ID de substância PubChem: 24868481
• NACRES: NA.22

Propriedades

• Ensaio: 90%
• índice de refração: n20/D 1.432 (lit.)
• p.e.: 165-167 °C (lit.)
• densidade: 0.915 g/mL at 25 °C (lit.)
• grupo funcional: aldehyde
• temperatura de armazenamento: 2-8°C
• cadeia de caracteres SMILES: CC(C)(C)[Si](C)(C)OCC=O
• InChI: 1S/C8H18O2Si/c1-8(2,3)11(4,5)10-7-6-9/h6H,7H2,1-5H3
• chave InChI: MEBFFOKESLAUSJ-UHFFFAOYSA-N

Descrição

Aplicação

(tert-Butyldimethylsilyloxy)acetaldehyde is a versatile reagent commonly used in synthetic glycobiology. It can act both as an aldol donor and an aldol acceptor in the stereocontrolled production of erythrose. It is used as an important reagent in the total synthesis of (+)-ambruticin, (−)-laulimalide, (−)-salinosporamide A, and (+)-leucascandrolide A.

Employed in the construction of the key tetrahydropyran subunit in a recent synthesis of the marine natural product (–)-dactylodide.

Informações de segurança

• Pictogramas: GHS02,GHS07
• Palavra indicadora: Warning
• Frases de perigo: H226,H315,H319,H335
• Declarações de precaução: P210 - P233 - P240 - P241 - P303 + P361 + P353 - P305 + P351 + P338
• Classificações de perigo: Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
• Órgãos-alvo: Respiratory system
• Código de classe de armazenamento: 3 - Flammable liquids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): 140.0 °F - closed cup
• Ponto de fulgor (°C): 60 °C - closed cup
• Equipamento de proteção individual: Eyeshields, Gloves, type ABEK (EN14387) respirator filter