反应详情

温度

0 °C

(R)-N-Benzyloxycarbonyl-α-carboxybenzylamine (10 g, 35.0 mmol) and t-butylglycine hydrochloride (6.3 g, 37.4 mmol) was dissolved in DCM (200 ml) with 2,6-lutidine (8.2 ml, 70.4 mmol). After stirring 5 min at 0° C. TBTU (12.4 g, 38.6 mmol) was added and stirring was continued 1 hour 30 min at 0° C. and 3 hours 45 min at room temperature. The reaction mixture was washed with water (2×100 ml), dried (MgSO4) and purified with flash chromatography (DCM:EtOAc 7:1→5:1) to give the title compound (13 g, 94%). NMR (500 MHz) 1.45 (s, 9H), 3.84 (d, 1H), 4.00 (dd, 1H), 5.10 (m, 2H), 5.28 (brs, 1H), 6.13 (brs, 1H), 6.23 (brs, 1H), 7.30–7.44 (m, 10H).

1. stirringstirring
2. waitwas continued 1 hour 30 min at 0° C. and 3 hours 45 min at room temperature
3. washThe reaction mixture was washed with water (2×100 ml)
4. dry with materialdried (MgSO4)
5. custompurified with flash chromatography (DCM:EtOAc 7:1→5:1)