C(=O)(O)[O-].[Na+].Cl.[CH:7]([N:10]([CH:30]([CH3:32])[CH3:31])[CH2:11][CH2:12][CH:13]([C:20]1[CH:25]=[C:24]([CH2:26][CH2:27][OH:28])[CH:23]=[CH:22][C:21]=1[OH:29])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([CH3:9])[CH3:8]>C(OCC)(=O)C>[CH:30]([N:10]([CH:7]([CH3:9])[CH3:8])[CH2:11][CH2:12][CH:13]([C:20]1[CH:25]=[C:24]([CH2:26][CH2:27][OH:28])[CH:23]=[CH:22][C:21]=1[OH:29])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([CH3:32])[CH3:31]Aqueous sodium bicarbonate (165 mL) was added to a mixture of the HCl salt (Example 8, 16.5 g, 42.1 mmol, 1 equiv) in ethyl acetate (165 mL) and the mixture stirred for 1 hour. The phases were separated and the organic phase washed with water (195 mL), dried over magnesium sulphate and evaporated under reduced pressure to give the title compound as an oil containing ˜25% wt/wt ethyl acetate (14.6 g total, 11.03 g of title compound, 31 mmol, 74%).
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