449458

(tert-Butyldimethylsilyloxy)acetaldehyde

90%

• Sinónimos: (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 lineal: (CH₃)₃CSi(CH₃)₂OCH₂CHO
• Número CAS: 102191-92-4
• Peso molecular: 174.31
• NACRES: NA.22
• PubChem Substance ID: 24868481
• UNSPSC Code: 12352100
• MDL number: MFCD01321229
• Assay: 90%

Propiedades

• Quality Segment: 200
• assay: 90%
• refractive index: n20/D 1.432 (lit.)
• bp: 165-167 °C (lit.)
• density: 0.915 g/mL at 25 °C (lit.)
• functional group: aldehyde
• storage temp.: 2-8°C
• SMILES string: 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
• InChI key: MEBFFOKESLAUSJ-UHFFFAOYSA-N

Descripción

Application

(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.

Información de seguridad

• Pictogramas: GHS02,GHS07
• Palabra de advertencia: Warning
• Códigos de peligro: H226,H315,H319,H335
• Indicaciones de precaución: P210 - P233 - P240 - P241 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
• Órganos diana: Respiratory system
• Clase de almacenamiento: 3 - Flammable liquids
• Punto de inflamación (°F): 140.0 °F - closed cup
• Punto de inflamación (°C): 60 °C - closed cup
• EPI (equipos de protección individual): Eyeshields, Gloves, type ABEK (EN14387) respirator filter