Benzoyl chloride → HCID 54167804, 화합물

A solution of (R)-3-amino-3-[4-(tert-butoxycarbonylamino)phenyl]-propanoic acid methyl ester [3.0 g, Reference Example 7(c)] in dimethylformamide (50 ml), was treated with benzoyl chloride (1.24 ml) and triethylamine (1.56 ml). After stirring at ambient temperature for 2.25 hours, the mixture was evaporated to dryness and the resultant solid washed with water before being fried in vacuo. The resulting white solid (3.8 g) was dissolved in dichloromethane (70 ml) and the solution was treated with trifluoracetic acid (20 ml). After stirring at ambient temperature for 45 minutes, the reaction mixture was evaporated. The residue was treated with toluene (70 ml), concentrated to dryness and the resultant material treated with dichloromethane (200 ml). The resultant suspension was treated with saturated aqueous potassium carbonate solution (20 ml) with stirring at ambient temperature for 5 minutes. The organic layer was separated, dried over magnesium sulphate, and then evaporated to give the title compound as a white foam (2.0 g).

1. customthe mixture was evaporated to dryness
2. washthe resultant solid washed with water
3. dissolutionThe resulting white solid (3.8 g) was dissolved in dichloromethane (70 ml)
4. additionthe solution was treated with trifluoracetic acid (20 ml)
5. stirringAfter stirring at ambient temperature for 45 minutes
6. customthe reaction mixture was evaporated
7. additionThe residue was treated with toluene (70 ml)
8. concentrationconcentrated to dryness
9. additionthe resultant material treated with dichloromethane (200 ml)
10. additionThe resultant suspension was treated with saturated aqueous potassium carbonate solution (20 ml)
11. stirringwith stirring at ambient temperature for 5 minutes
12. customThe organic layer was separated
13. dry with materialdried over magnesium sulphate
14. customevaporated

ORD 기록

ord-e83d553286494ed29b773cc224affdda

출처 데이터셋

uspto-grants-2002_11

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US06479519B1