449458

(tert-Butyldimethylsilyloxy)acetaldehyde

90%

• Synonyme(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
• Formule linéaire : (CH₃)₃CSi(CH₃)₂OCH₂CHO
• Numéro CAS: 102191-92-4
• Poids moléculaire : 174.31
• NACRES: NA.22
• PubChem Substance ID: 24868481
• UNSPSC Code: 12352100
• MDL number: MFCD01321229
• Assay: 90%

Propriétés

• 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

Description

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.

Informations sur la sécurité

• Pictogrammes: GHS02,GHS07
• Mot-clé: Warning
• Codes de danger: H226,H315,H319,H335
• Mentions de précaution: P210 - P233 - P240 - P241 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Classe de stockage: 3 - Flammable liquids
• Point d'éclair (°F): 140.0 °F - closed cup
• Point d'éclair (°C): 60 °C - closed cup
• EPI (équipement de protection individuelle): Eyeshields, Gloves, type ABEK (EN14387) respirator filter