Potassium Carbonate → 3-(Tert-Butyldisulfanyl)-2-(Isobutoxycarbonylamino)Propanoic Acid

To S-tert-butylmercapto-L-cysteine (10 g, 47.8 mmol) in CH3CN (40 mL) was added K2CO3 (16.5 g, 119.5 mmol) in H2O (20 mL). After stirring for 15 minutes, iso-butyl chloroformate (9.4 mL, 72 mmol) was injected slowly. The reaction was allowed to run for 3 hours. The white solid was filtered through Celite; the filtrate was concentrated to remove CH3CN. The residue was dissolved in ethyl acetate (200 mL), washed with 1N HCl (40 ml×3), brine (40×1), dried over Na2SO4. The title compound was obtained after chromatography (5% MeOH/DCM).

1. waitto run for 3 hours
2. filtrationThe white solid was filtered through Celite
3. concentrationthe filtrate was concentrated
4. customto remove CH3CN
5. dissolutionThe residue was dissolved in ethyl acetate (200 mL)
6. washwashed with 1N HCl (40 ml×3), brine (40×1)
7. dry with materialdried over Na2SO4

ORD-Eintrag

ord-34207af3502348d3a7feef1a9b495653

Quelldatensatz

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09278987B2