C[O:2][C:3]([C:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:14]=1[O:13][C:12]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[C:11]([C:21]1[CH:26]=[CH:25][C:24]([C:27]3([NH:31][C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:30][CH2:29][CH2:28]3)=[CH:23][CH:22]=1)[C:10]2=[O:39])=[O:4].[OH-].[Li+]>C1COCC1.CCOC(C)=O>[C:35]([O:34][C:32]([NH:31][C:27]1([C:24]2[CH:23]=[CH:22][C:21]([C:11]3[C:10](=[O:39])[C:9]4[C:14](=[C:5]([C:3]([OH:4])=[O:2])[CH:6]=[CH:7][CH:8]=4)[O:13][C:12]=3[C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:26][CH:25]=2)[CH2:28][CH2:29][CH2:30]1)=[O:33])([CH3:38])([CH3:36])[CH3:37]To a solution of 3-[4-(1-tert-butoxycarbonylamino-cyclobutyl)-phenyl]-4-oxo-2-phenyl-4H-chromene-8-carboxylic acid methyl ester (31 mg, 0.059 mmol) in THF (2 mL) was added a solution of 2 M aqueous lithium hydroxide (2 mL) and the reaction stirred at RT for 18 h. The reaction mixture was diluted with EtOAc, washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo to give the title compound as an off-white solid (30 mg, 100%). LCMS (Method G): RT=3.81 min, [M+H]+=512.
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