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10
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0040765191
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note
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Compound 3 (5.8 g, 16 mmol), tert-butyl bromoacetate (6.2 g, 32 mmol), tetrabutylammonium sulfate (1.4 g, 4 mmol) were dissolved into benzene/50% NaOH (3/1) mixture (56 mL). The mixture was stirred at 10 °C for 5 h. The organic layer was washed with 2M HCl, dried over anhydrous magnesium sulfate and evaporated. The crude product was purified by a silica gel column to give 4 (8.8 g, 81%).
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11
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0040171146
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note
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3,) δ = 1.52 (9H. s), 1.53 (9H, s), 2.76 (2H, m), 3.62 (1H, m), 3.80 (2H, m), 4.05 (2H, q), 4.21 (1H, br), 4.30 (1H, br), 5.19 (1H, m), 6.05 (2H, s), 8.22 (1H, s), 8.40 (1H, s).
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12
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0040765101
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note
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1H NMR of 8 showed unresolved peaks that could not be assigned to individual protons.
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13
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0040171147
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note
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19, 2613.2.
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