C(NC(=O)O)C1C=CC=CC=1.[O:12]1[C:17]2([CH2:21][CH2:20][NH:19][CH2:18]2)[O:16][CH2:15][CH2:14][CH2:13]1.[H][H]>CO.[Pd]>[O:12]1[C:17]2([CH2:21][CH2:20][NH:19][CH2:18]2)[O:16][CH2:15][CH2:14][CH2:13]1The protecting group was removed by dissolving 2.09 g (7.5 mmol) of 1,5-dioxa-8-azaspiro[5.4]decane benzyl carbamate, from Step 1, in 100 mL of methanol, adding 0.50 g of 20% Pd/C, and hydrogenating at room temperature under 4 atm of hydrogen for 24 hours. The catalyst was removed by filtration, then the solvent was removed under vacuum to afford the title compound, MS: M/Z 144 (M+H), which was taken directly to the next step.
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