反应详情

温度

100 °C

Dissolve benzyl N-[(3R)-2-(2,2-dimethoxyethylamino)-4,5-dihydro-3H-1-benzazepin-3-yl]carbamate (9.78 g, 24.61 mmol) in formic acid (60 mL, 96%) and heat at 100° C. for 1.5 hours. Allow the mixture to cool and remove the black sediment by filtering it through a glass wool plug. Concentrate the filtrate under reduced pressure, pour it into water, and basify it with 1M NaOH. Add ethyl acetate to the resulting precipitate and separate the organic layer. Extract the aqueous layer with ethyl acetate. Combine, wash (brine), dry over sodium sulfate, and concentrate the organic layers under reduced pressure to give the title compound (6.95 g, 85%): MS (m/z): 334 (M+1), 97.8% ee, Retention time for Isomer 1 (R Isomer), 4.58 min; Isomer 2 (S Isomer), 3.20 min. (Chiralpak AD-H column; 100% EtOH with 0.2% dimethylethylamine; flow rate 1.0 mL/min; 225 nM).

1. temperatureAllow the mixture to cool
2. customremove the black sediment
3. filtrationby filtering it through a glass wool plug
4. concentrationConcentrate the filtrate under reduced pressure
5. additionpour it into water
6. customAdd ethyl acetate to the resulting precipitate and separate the organic layer
7. extractionExtract the aqueous layer with ethyl acetate
8. washCombine, wash (brine)
9. dry with materialdry over sodium sulfate
10. concentrationconcentrate the organic layers under reduced pressure