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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 410449Erstellt: 25. Oktober 2026

Water → 2-(5-Bromo-1,3-thiazol-2-yl)-1-{[tert-butyl(dimethyl)silyl]oxy}propan-2-ol

https://huagongshe.com/reaction/410449

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktN-bromobutanimideHCID 67184—
Edukt1-{[Tert-butyl(dimethyl)silyl]oxy}-2-(1,3-thiazol-2-yl)propan-2-olHCID 67429576—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-(5-Bromo-1,3-thiazol-2-yl)-1-{[tert-butyl(dimethyl)silyl]oxy}propan-2-olHCID 6743137222,2%

Reaktionsschritte

The product of Step 1 (364 mg, 1.331 mmol) was dissolved in DMF (2 ml). N-bromosuccinimide (284 mg, 1.597 mmol) was added, and the solution was maintained 2 h at rt. Water was added and the mixture extracted with EtOAc (3×). The combined organics were dried over Na2SO4 and concentrated in vacuo. Purification via silica gel column chromatography (0%-10% EtOAc:hexanes) afforded 2-(5-bromo-1,3-thiazol-2-yl)-1-{[tert-butyl(dimethyl)silyl]oxy}propan-2-ol (104 mg, 22%) as a white solid. MS ESI: [M+H]+ m/z 352, 354.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08759366B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-932fa8bece584ac38a321c79c0e745ea
Quellennotizuspto-grants-2014_06