Trifluoroacetic acid → N-((7-Trifluoromethyl-4-hydroxy-2-oxo-2',3',5',6'-tetrahydro-spiro[naphthalene-1,4'-pyran]-3-yl)carbonyl)glycine
Reaction equation
[F:1][C:2]([F:32])([F:31])[C:3]1[CH:17]=[C:16]2[C:6]([C:7]([OH:30])=[C:8]([C:19]([NH:21][CH2:22][C:23]([O:25]C(C)(C)C)=[O:24])=[O:20])[C:9](=[O:18])[C:10]32[CH2:15][CH2:14][O:13][CH2:12][CH2:11]3)=[CH:5][CH:4]=1.C(O)(C(F)(F)F)=O>O>[F:32][C:2]([F:1])([F:31])[C:3]1[CH:17]=[C:16]2[C:6]([C:7]([OH:30])=[C:8]([C:19]([NH:21][CH2:22][C:23]([OH:25])=[O:24])=[O:20])[C:9](=[O:18])[C:10]32[CH2:11][CH2:12][O:13][CH2:14][CH2:15]3)=[CH:5][CH:4]=1Participants
4
Procedure
1,1-Dimethylethyl N-((7-trifluoromethyl-4-hydroxy-2-oxo-2′,3′,5′,6′-tetrahydro-spiro[naphthalene-1,4′-pyran]-3-yl)carbonyl)glycinate (1.29 g, 2.82 mmol) was stirred in TFA (3 mL, 40.4 mmol) at room temperature for 25 minutes. Water was added. The resulting precipitate was filtered and washed with water to give the desired product as a white solid (550 mg). MS (m/e)=400.1 (M+H)+. Calculated for C18H16F3NO6 399.09.