449458

(tert-Butyldimethylsilyloxy)acetaldehyde

90%

• Sinonimo/i: (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
• Formula condensata: (CH₃)₃CSi(CH₃)₂OCH₂CHO
• Numero CAS: 102191-92-4
• Peso molecolare: 174.31
• Numero MDL: MFCD01321229
• Codice UNSPSC: 12352100
• ID PubChem: 24868481
• NACRES: NA.22

Proprietà

• Saggio: 90%
• Indice di rifrazione: n20/D 1.432 (lit.)
• P. eboll.: 165-167 °C (lit.)
• Densità: 0.915 g/mL at 25 °C (lit.)
• Gruppo funzionale: aldehyde
• Temperatura di conservazione: 2-8°C
• Stringa SMILE: 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; MEBFFOKESLAUSJ-UHFFFAOYSA-N

Descrizione

Applicazioni

(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.

Informazioni sulla sicurezza

• Pittogrammi: GHS02,GHS07
• Avvertenze: Warning
• Indicazioni di pericolo: H226,H315,H319,H335
• Consigli di prudenza: P210 - P233 - P240 - P241 - P303 + P361 + P353 - P305 + P351 + P338
• Classi di pericolo: Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
• Organi bersaglio: Respiratory system
• Codice della classe di stoccaggio: 3 - Flammable liquids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): 140.0 °F - closed cup
• Punto d’infiammabilità (°C): 60 °C - closed cup
• Dispositivi di protezione individuale: Eyeshields, Gloves, type ABEK (EN14387) respirator filter