Trifluoroacetic acid → 1-Hydroxy-3-[4-(4-methoxy-phenoxy)-benzenesulfonyl]-azepan-2-one
Reaction equation
[CH3:1][O:2][C:3]1[CH:46]=[CH:45][C:6]([O:7][C:8]2[CH:13]=[CH:12][C:11]([S:14]([CH:17]3[CH2:23][CH2:22][CH2:21][CH2:20][N:19]([O:24]C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[C:18]3=[O:44])(=[O:16])=[O:15])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[OH:24][N:19]1[CH2:20][CH2:21][CH2:22][CH2:23][CH:17]([S:14]([C:11]2[CH:10]=[CH:9][C:8]([O:7][C:6]3[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:46][CH:45]=3)=[CH:13][CH:12]=2)(=[O:16])=[O:15])[C:18]1=[O:44]Participants
4
Procedure
3-[4-(4-Methoxy-phenoxy)-benzenesulfonyl]-1-trityloxy-azepan-2-one prepared from step G (3.2 mg, 0.00817 mmol) in 1.0 ml of anhydrous CH2Cl2 was added 1.0 ml of TFA and the resulting solution was stirred for 30 min. After TLC indicated the completion of the reaction (<30 min), the reaction mixture was concentrated under reduced pressure to gave a crude material, which was then purified by a column chromatography (0˜5% MeOH in CH2Cl2). MS: 391.8 (M+H)+, 413.9 (M+Na)+.