Trifluoroacetic acid → N-((4-Hydroxy-1,1-dimethyl-7-(3-(methyloxy)propyl)-2-oxo-naphthalen-3-yl)carbonyl)glycine
Reaction equation
C(O)(C(F)(F)F)=O.[OH:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([CH2:19][CH2:20][CH2:21][O:22][CH3:23])=[CH:16][CH:17]=2)[C:12]([CH3:25])([CH3:24])[C:11](=[O:26])[C:10]=1[C:27]([NH:29][CH2:30][C:31]([O:33]C(C)(C)C)=[O:32])=[O:28]>>[OH:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([CH2:19][CH2:20][CH2:21][O:22][CH3:23])=[CH:16][CH:17]=2)[C:12]([CH3:24])([CH3:25])[C:11](=[O:26])[C:10]=1[C:27]([NH:29][CH2:30][C:31]([OH:33])=[O:32])=[O:28]Participants
3
Procedure
TFA (2 mL) was added to 1,1-dimethylethyl N-((4-hydroxy-1,1-dimethyl-7-(3-(methyloxy)propyl)-2-oxo-naphthalen-3-yl)carbonyl)glycinate (284 mg, 680 μmol) at ambient temperature, and the reaction was stirred for 30 minutes. The resulting mixture was concentrated to give the title compound (108 mg) as a light yellow amorphous solid after purification via preparatory LC. MS m/e=362 (M+H)+. Calculated for C19H23NO6 361.15.