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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 56805Erstellt: 25. Oktober 2026

(2S)-2-Amino-4,4-dimethylpentanoic acid → 2-Hydroxy-4,4-dimethylpentanoic acid

https://huagongshe.com/reaction/56805

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt(2S)-2-Amino-4,4-dimethylpentanoic acidHCID 194032—
EduktSodium NitriteHCID 23668193—
LösungsmittelWaterHCID 962—
LösungsmittelSulfuric AcidHCID 1118—
Produkt2-Hydroxy-4,4-dimethylpentanoic acidHCID 22709417—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

805 mg (5.54 mmol) of 4-methylleucine (racemate) were initially charged in 11 ml of sulphuric acid (1M) and cooled to 0° C. 2.30 g (33.3 mmol) of sodium nitrite as a solution in 6.5 ml of water were then slowly added dropwise over a period of 90 min. The solution was stirred at RT for another 24 h. The mixture was carefully diluted with 10 ml of water and the aqueous phase was extracted five times with 10 ml of methyl tert-butyl ether. The combined organic phases were washed with 25 ml of saturated aqueous sodium chloride solution, dried over sodium sulphate and filtered, and the solvent was removed under reduced pressure. The crude product was used for the next step without further purification. Yield: 667 mg (82% of theory)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434690B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-d72472775a0a461a8daa0768d46eef91
Quellennotizuspto-grants-2016_09