449458

(tert-Butyldimethylsilyloxy)acetaldehyde

90%

• Synonim(y): (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
• Wzór liniowy: (CH₃)₃CSi(CH₃)₂OCH₂CHO
• Numer CAS: 102191-92-4
• Masa cząsteczkowa: 174.31
• NACRES: NA.22
• PubChem Substance ID: 24868481
• UNSPSC Code: 12352100
• MDL number: MFCD01321229
• Assay: 90%

Właściwości

• 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

Opis

Application

Employed in the construction of the key tetrahydropyran subunit in a recent synthesis of the marine natural product (–)-dactylodide.[1]

(tert-Butyldimethylsilyloxy)acetaldehyde is a versatile reagent commonly used in synthetic glycobiology.[2] It can act both as an aldol donor and an aldol acceptor in the stereocontrolled production of erythrose.[2] It is used as an important reagent in the total synthesis of (+)-ambruticin, (−)-laulimalide, (−)-salinosporamide A, and (+)-leucascandrolide A.

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Informacja o środkach bezpieczeństwa

• pictograms: GHS02,GHS07
• signalword: Warning
• hcodes: H226,H315,H319,H335
• pcodes: P210 - P233 - P240 - P241 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Klasa składowania: 3 - Flammable liquids
• wgk: WGK 3
• flash_point_f: 140.0 °F - closed cup
• flash_point_c: 60 °C - closed cup
• ppe: Eyeshields, Gloves, type ABEK (EN14387) respirator filter