Potassium Carbonate → (2S)-3-(4-carbamoylphenyl)-2-[[1-cyclohexyl-2-(3-furyl)benzimidazole-5-carbonyl]amino]propanoic acid

(S)-3-(4-Cyanophenyl)-2-{[1-(1-cyclohexyl-2-furan-3-yl-1H-benzoimidazol-5-yl)-methanoyl]-amino}-propionic acid ethyl ester from example 10 (0.120 g, 0.235 mmol) was dissolved in a mixture of acetone (5 mL) and water (3 mL). Urea-hydrogen peroxide complex (1.0 mmol, 0.094 g) and potassium carbonate (10 mg) were added and the mixture stirred until completion (HPLC). The reaction mixture was concentrated under reduced pressure, the residue was dissolved in DMSO (1.5 mL) and 5 N NaOH (0.2 mL) was added. After stirring for 30 min at room temperature, TFA (0.5 mL) was added and the product isolated by prep HPLC (18 mg).

1. concentrationThe reaction mixture was concentrated under reduced pressure
2. dissolutionthe residue was dissolved in DMSO (1.5 mL)
3. addition5 N NaOH (0.2 mL) was added
4. stirringAfter stirring for 30 min at room temperature
5. additionTFA (0.5 mL) was added
6. customthe product isolated by prep HPLC (18 mg)

ORD 기록

ord-49be804d53e54448846fd5ae1038376b

출처 데이터셋

uspto-grants-2002_09

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US06448281B1