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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1917513Erstellt: 24. Oktober 2026

Methanol → Butanoic acid, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-hydroxy-, methyl ester, (S)-

https://huagongshe.com/de/reaction/1917513

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktPotassium CarbonateHCID 11430—
Edukt(S)-2-(tert-Butyldimethylsilyloxy)-g-butyrolactoneHCID 10965951—
ProduktButanoic acid, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-hydroxy-, methyl ester, (S)-HCID 11107713—

Reaktionsschritte

To a solution of (S)-3-(tert-butyldimethylsilyloxy)dihydrofuran-2(3H)-one (91b, 6 g, 27.8 mmol) in methanol (40 mL) was added potassium carbonate (500 mg, 3.6 mmol). The reaction was refluxed overnight. The methanol was removed in vacuo and the residue partitioned between ethyl acetate and water. The organic phase was washed with H2O×2 and dried over anhydrous sodium sulfate. The solvent was removed in vacuo to yield (S)-methyl 2-(tert-butyldimethylsilyloxy)-4-hydroxybutanoate (91c, 3.9 g, 15.7 mmol) as a clear oil. [M+H] calc'd for C11H24O4Si, 249; found, 249.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08618290B2
Quelldatensatzuspto-grants-2013_12
ORD IDord-6d0eae1174934a4b8a7f33756245f8a5
Quellennotizuspto-grants-2013_12