Hydrochloric Acid → N-benzoyl-L-alanine-(S)-1-(p-tolyl)ethylamide

(S)-3-Benzoyl-4-methyl-2,5-oxazolidinedione (N-benzoyl-L-alanine-NCA) (110 mg, 0.50 mmol) was dissolved in ethyl acetate (2.5 mL), followed by the addition of a solution of (S)-1-(p-tolyl)ethylamine (68 mg, 0.50 mmol) in ethyl acetate (2.5 mL) at 0° C. A solution of N-methylmorpholine (61 mg, 0.6 mmol) in ethyl acetate (3.0 mL) was then added, followed by stirring for 30 minutes. The reaction mixture was poured into 1 N hydrochloric acid (10 mL), followed by extraction with ethyl acetate (10 mL). The organic layer was washed successively with a saturated aqueous solution of sodium hydrogencarbonate (10 mL) and a saturated aqueous solution of sodium chloride (10 mL), and was then dried over anhydrous magnesium sulfate. The organic layer was concentrated under reduced pressure to afford the title compound (149 mg, 97%) as white crystals.

1. extractionfollowed by extraction with ethyl acetate (10 mL)
2. washThe organic layer was washed successively with a saturated aqueous solution of sodium hydrogencarbonate (10 mL)
3. dry with materiala saturated aqueous solution of sodium chloride (10 mL), and was then dried over anhydrous magnesium sulfate
4. concentrationThe organic layer was concentrated under reduced pressure

ORD 기록

ord-f459b887dfb74fdfb7bea82daa48dacb

출처 데이터셋

uspto-grants-2003_12

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US06670447B2