Homoserine lactone hydrobromide → 1-(4-Methyl-benzyl)-3-(2-oxo-tetrahydro-furan-3-yl)-urea

Participants

Reaction Steps

A 0° C. slurry of α-amino-γ-butyrolactone hydrobromide (25 g, 0.137 mol) in THF (200 mL) was combined with 1-isocyanatomethyl-4-methyl-benzene (20.6 g, 0.139 mol) and then treated dropwise with N,N-diisopropylethylamine (19.5 g, 0.151 mol). The reaction mixture was stirred for at room temperature for 2 h. The solvent was removed in vacuo to give 48.5 g crude 1-(4-methyl-benzyl)-3-(2-oxo-tetrahydro-furan-3-yl)-urea that was utilized directly in the next reaction without purification. MS (ES30 ) Calc'd for C13H17N2O3 (M+1) 249. Found m/z 249 (100%). 1H NMR.

Provenance & Evidence