反应详情

(R)-2-Amino-2-(3-bromo-5-nitro-phenyl)-propionic acid (8.41 g, 25.8 mmol) was suspended in abs. THF (39 ml) and cooled to 0° C. BH3 in THF (103 ml, 103 mmol, 1M in THF) was added and the reaction was stirred at r.t. for 1 hr. The reaction was poured onto NaHCO3 (solid, 26 g, 12 eq.), 78 g ice and 155 ml ethyl acetate and stirred for 20 min. at r.t. Phases were separated. The organic phases were washed with water and brine, combined and dried over Na2SO4. Volatiles were removed under reduced pressure yielding the title compound as brown oil. 1H-NMR (360 MHz, DMSO-d6): 8.40 (s, 1H), 8.25 (s, 1H), 8.18 (s, 1H), 4.95 (t, 1H), 3.55 (m, 1H), 3.38 (m, 1H), 1.33 (s, 3H); MS: 275 [(M+H)+].

1. stirringstirred for 20 min. at r.t
2. customPhases were separated
3. washThe organic phases were washed with water and brine
4. dry with materialdried over Na2SO4
5. customVolatiles were removed under reduced pressure