海萝胶 → HCID 86710432，化合物

温度

80 °C

To 2-amino-5,5,5-trifluoro-4-methylpentanoic acid (50 mg, 0.270 mmol) in a flask was added hydrochloric acid 2N in ethanol (1350 μl, 5.40 mmol). The solution was refluxed at 80° C. for 5 h. After cooling, the ethanol was removed under reduced pressure. The residue was triturated with diethyl ether (2×). The solid so obtained (60 mg, 0.240 mmol) was taken up in dichloromethane (5 mL). To this suspension cooled to 0° C. was added triethylamine (0.167 mL, 1.202 mmol) and di-tert-butyl carbonate (0.054 mL, 0.312 mmol). The reaction mixture was allowed to warm to room temperature and stirred for 12 h. The reaction mixture was diluted with water (10 mL) and extracted with ethyl acetate (3×10 mL). The combined organic layers were dried over sodium sulfate and concentrated under reduced pressure to afford ethyl 2-((tert-butoxycarbonyl)amino)-5,5,5-trifluoro-4-methylpentanoate (55 mg, 0.176 mmol, 73% crude yield) as a white solid. The material was carried on without further purification. GCMS (ESI) m/e 212 [(M)−, calcd for C8H13F3NO2 212] GC/MS (Method: Agilent GCMS Module-7890 (GC) 5975 C (MSD) HP-5MS, 30 m×0.25 mm ID×0.25 u Film thickness 0.9 mL/min at constant flow of Helium) retention time tR=6.38 min.

1. temperatureAfter cooling
2. customthe ethanol was removed under reduced pressure
3. customThe residue was triturated with diethyl ether (2×)
4. customThe solid so obtained (60 mg, 0.240 mmol)
5. temperatureTo this suspension cooled to 0° C.
6. temperatureto warm to room temperature
7. extractionextracted with ethyl acetate (3×10 mL)
8. dry with materialThe combined organic layers were dried over sodium sulfate
9. concentrationconcentrated under reduced pressure

ORD记录

ord-083e7c93af4748e1896f18e141ae6b1d

来源数据集

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

专利号

US08901305B2