(2S)-1,1,2-Triphenyl-1,2-ethanediol → Esomeprazole
반응식
[CH3:1][C:2]1[CH:3]=[N:4][C:5]([CH2:11][S+:12]([O-:24])[C:13]2[NH:14][C:15]3[CH:16]=[CH:17][C:18]([O:22][CH3:23])=[CH:19][C:20]=3[N:21]=2)=[C:6]([CH3:10])[C:7]=1[O:8][CH3:9].C1(C(C2C=CC=CC=2)(O)[C@H](C2C=CC=CC=2)O)C=CC=CC=1>C1(C)C=CC=CC=1.CCCCCCC>[CH3:1][C:2]1[C:7]([O:8][CH3:9])=[C:6]([CH3:10])[C:5]([CH2:11][S@@:12]([C:13]2[NH:21][C:20]3[CH:19]=[C:18]([O:22][CH3:23])[CH:17]=[CH:16][C:15]=3[N:14]=2)=[O:24])=[N:4][CH:3]=1참가 물질
4
실험 절차
A mixture of omeprazole (5 g, 14.5 mmol) and (S)-1,1,2-triphenyl-1,2-ethanediol (6.30 g, 21.7 mmol) was dissolved in a minimum of a toluene/heptane mixture (0.84:0.16, 190 ml) at 100° C. On dissolution, the solution was cooled to ambient temperature slowly with vigorous stirring, and on reaching this temperature was stirred for a further 1 h. The precipitate was filtered, was washed with a toluene/heptane mixture (3:1, 2×50 ml) and was dried in vacuo to afford (S)-omeprazole.2[(S)-1,1,2-triphenyl-1,2-ethanediol] inclusion complex (6.108 g, 91%, 96.3% e.e.) as an off-white powder.