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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1009118Erstellt: 27. Oktober 2026

Tetrabutylammonium Fluoride → (4S,5S)-tert-butyl 5-(hydroxymethyl)-2,2-dimethyl-4-((5-propylthiazol-4-yl)methyl)oxazolidine-3-carboxylate

https://huagongshe.com/reaction/1009118

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrabutylammonium FluorideHCID 2724141—
Edukt(4S,5S)-tert-butyl 4-((2-(tert-butyldimethylsilyl)-5-propylthiazol-4-yl)methyl)-5-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyloxazolidine-3-carboxylateHCID 67304570—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(4S,5S)-tert-butyl 5-(hydroxymethyl)-2,2-dimethyl-4-((5-propylthiazol-4-yl)methyl)oxazolidine-3-carboxylateHCID 59347039—

Reaktionsschritte

(4S,5S)-Tert-butyl 4-((2-(tert-butyldimethylsilyl)-5-propylthiazol-4-yl)methyl)-5-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyloxazolidine-3-carboxylate was dissolved in THF (3 mL) and cooled to 0° C. when TBAF (0.808 ml, 0.808 mmol) was added. The reaction was stirred one hour before being quenched with saturated ammonium chloride. The layers were separated and the aqueous layer was extracted with EtOAc. The combined organic layers were washed with water, brine and dried over sodium sulfate to afford the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07973047B2
Quelldatensatzuspto-grants-2011_07
ORD IDord-5629902611ee45aabf5b9f5e0c27346a
Quellennotizuspto-grants-2011_07