Chiral Resolution, Absolute Configuration Assignment, and Genotoxicity Evaluation of Racemic 3,4-Dihydroquinazoline as a Novel Anticancer Agent

Scheme 1

Reagents and conditions: (a) LiOH, THF/H₂O (1 : 1), rt, 4 h > 99% (b) EDC·HCl, DMAP (cat.), CH₂Cl₂, 0°C to rt, 3 h 71% (c) LiOH, THF/H₂O (1 : 1), rt, 72 h > 99% for (R)-6 and (S)-6, respectively (d) pivaloyl chloride, TEA, DMF, rt, 3 h; TEA, DMF, rt, 2 h 80 and 78% for (R)-(-)-1 and (S)-(+)-1, respectively.