反应详情

温度

5 °C

A solution of (1S,3S,5S)-2-[(2S)-2-tritylamino-2-(3-hydroxyadamantan-1-yl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carboxamide (15.0 g) in tetrahydrofuran (150 ml) was mixed with pyridine (12.3 g) and cooled to 0-10° C. Trifluoroacetic anhydride (19.1 g) was added to the reaction mixture slowly over 30 minutes. The reaction mixture was stirred at 0-10° C. for 3 hours. Completion of the reaction was confirmed by HPLC. Aqueous potassium carbonate solution (20%, 240 ml) was added to the reaction mixture over 30 minutes to obtain pH 10-11. Methanol (50 ml) was added, and the reaction mixture was stirred at 25° C. for 3 hours. Completion of the reaction was verified using TLC. The reaction mixture was cooled to 0° C. and stirred for 30 minutes. The solid was filtered and washed with water (2×15 ml). The solid was dried under vacuum at 50-60° C. for 8 hours to give the title compound (10.0 g).

1. customto obtain pH 10-11
2. stirringthe reaction mixture was stirred at 25° C. for 3 hours
3. temperatureThe reaction mixture was cooled to 0° C.
4. stirringstirred for 30 minutes
5. filtrationThe solid was filtered
6. washwashed with water (2×15 ml)
7. customThe solid was dried under vacuum at 50-60° C. for 8 hours