Boron Trichloride → HCID 86700690、化合物
反応式
B(Cl)(Cl)Cl.[NH2:5][C:6]1[N:10]=[C:9]([C@@H:11]2[CH2:17][CH2:16][C@@H:15]3[CH2:18][N:12]2[C:13](=[O:27])[N:14]3[O:19]CC2C=CC=CC=2)[O:8][N:7]=1>C(Cl)Cl>[NH2:5][C:6]1[N:10]=[C:9]([C@@H:11]2[CH2:17][CH2:16][C@@H:15]3[CH2:18][N:12]2[C:13](=[O:27])[N:14]3[OH:19])[O:8][N:7]=1参加物
4
反応条件
- 温度
- 0 °C
実験手順
BCl3 (1M, 15.87 mL, 15.87 mmol) was added to a solution of (2S,5R)-2-(3-amino-1,2,4-oxadiazol-5-yl)-6-(benzyloxy)-1,6-diaza-bicyclo[3.2.1]octan-7-one (1.0 g, 3.17 mmol) in dried DCM (20 mL) at −78° C. The mixture was stirred under N2 atmosphere at 0° C. for 2 hrs, cooled to −78° C. and quenched with MeOH (2 mL). The solvent was removed under vacuum to give ((2S,5R)-2-(3-amino-1,2,4-oxadiazol-5-yl)-6-hydroxy-1,6-diaza-bicyclo[3.2.1]octan-7-one (700 mg), which was used in the next step directly. ESI-MS (EI+, m/z): 226 [M+H]+.