Benzyl Bromide → HCID 54182839, compound

Participants

Reaction Steps

A mixture of (RS)-2-[(tert-butoxycarbonyl)amino]-3-(5-carboxy-3-ethoxyisoxazol-4yl)propionic acid (1.4 g, 4.1 mmol), benzyl bromide (1.4 g, 8.2 mmol) in benzene/tetrahydrofuran (4:1) was added 1,8-diazabicyclo[5.4.0]undec-7-ene (1.3 g, 8.6 mmol) and the resulting mixture was boiled under reflux for 3 h. The mixture was filtered and evaporated in vacuo. Flash chromatography (SiO2, eluent:, ethyl acetate/heptane (1:3)) gave benzyl (RS)-2-[(tert-butoxycarbonyl)amino]-3-(5-benzyloxycarbonyl-3-ethoxyisoxazol-4-yl)propionate as an oil (1.9 g, 86%).

Provenance & Evidence