Citric Acid → HCID 59370448, compound

Participants

Reaction Steps

To a stirred solution of (S)-3-isopropyl-6-phenyldihydropyrimidine-2,4(1H,3H)-dione from Step B (310 mg, 1.34 mmol) in THF (6 mL) at 0° C. was added NaH (45.0 mg of a 60% dispersion in oil, 1.87 mmol). After 15 min, methyl bromoacetate (0.202 mL, 2.14 mmol) was added and the mixture was stirred at ambient temperature for 16 h. NaOH (4.00 mL of a 1M solution) was added and the mixture was stirred at ambient temperature for 2 h. A 10% citric acid solution (20 mL) was added and the mixture was extracted with CH2Cl2 (3×20 mL). The combined CH2Cl2 extracts were dried over Na2SO4, filtered, and concentrated in vacuo to provide the title compound. MS: m/z=291 (M+1).

Provenance & Evidence