2,2,2-Trifluoroethanol → (R)-2-amino-1-(3,3-difluoro-azetidin-1-yl)-propan-1-one
Reaction equation
C(OC(=O)[NH:7][C@H:8]([CH3:17])[C:9]([N:11]1[CH2:14][C:13]([F:16])([F:15])[CH2:12]1)=[O:10])(C)(C)C.FC(F)(F)CO>>[NH2:7][C@H:8]([CH3:17])[C:9]([N:11]1[CH2:14][C:13]([F:16])([F:15])[CH2:12]1)=[O:10]Participants
3
Conditions
- Temperature
- 150 °C
Procedure
A 5 ml microwave vial was charged with [(R)-2-(3,3-difluoro-azetidin-1-yl)-1-methyl-2-oxo-ethyl]-carbamic acid tert-butyl ester (170 mg, 0.64 mmol) and 2,2,2-trifluoroethanol (2.4 ml, 32.9 mmol). The vial was flushed with argon, sealed and heated at 150° C. under microwave irradiation for 3 h. The reaction mixture was concentrated to afford 102 mg (97%) of (R)-2-amino-1-(3,3-difluoro-azetidin-1-yl)-propan-1-one as a brown oil which was used without further purification.