(S)-ethyl 2-(3-(4-fluorobenzyl)-4-methyl-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylate → (S)-2-(3-(4-fluorobenzyl)-5-methyl-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid
Reaktionsgleichung
FC1C=CC(CN2[C@@H](C)CN(C3SC(C(OCC)=O)=C(C)N=3)C2=O)=CC=1.[F:27][C:28]1[CH:52]=[CH:51][C:31]([CH2:32][N:33]2[CH2:37][C@H:36]([CH3:38])[N:35]([C:39]3[S:40][C:41]([C:45]([O:47]CC)=[O:46])=[C:42]([CH3:44])[N:43]=3)[C:34]2=[O:50])=[CH:30][CH:29]=1>>[F:27][C:28]1[CH:29]=[CH:30][C:31]([CH2:32][N:33]2[CH2:37][C@H:36]([CH3:38])[N:35]([C:39]3[S:40][C:41]([C:45]([OH:47])=[O:46])=[C:42]([CH3:44])[N:43]=3)[C:34]2=[O:50])=[CH:51][CH:52]=1Komponenten
3
Edukt 2
Produkt 1
Versuchsvorschrift
Following the procedure as described in Preparation 6, making variations as required to replace (S)-ethyl 2-(3-(4-fluorobenzyl)-4-methyl-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylate with (S)-ethyl 2-(3-(4-fluorobenzyl)-5-methyl-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylate, the title compound was obtained as a colorless solid (91%): 1H NMR (300 MHz, CDCl3) δ 7.29-7.25 (m, 2H), 7.08-7.02 (m, 2H), 4.67-4.62 (m 1H), 4.55 (d, J=14.9 Hz, 1H), 4.44 (d, J=14.9 Hz, 1H), 3.58 (t, J=9.0 Hz, 1H), 3.00 (dd, J=9.0, 3.1 Hz, 1H), 2.64 (s, 3H), 1.48 (d, J=6.2 Hz, 3H); (ES+) m/z 349.9 (M+1).