[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([CH:13]=[CH:14][CH:15]=[C:16]2[NH:19]C(OC(C)(C)C)=O)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>CCOC(C)=O>[NH2:19][C:16]1[C:17]2[C:12](=[CH:11][CH:10]=[C:9]([O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH:18]=2)[CH:13]=[CH:14][CH:15]=1A solution of 7-benzyloxy-1-(tert-butoxycarbonylamino) naphthalene, as described above in Step I, (100 mg, 0.29 mmol) in EtOAc (10 mL) at 0° C. was saturated with HCl (g). After 15 min, the mixture was concentrated in vacuo. The residue was partitioned between saturated aqueous Na2CO3 (5 mL) and CH2Cl2 (10 mL). The aqueous layer was extracted further with CH2Cl2 (2×10 mL). The combined organic extracts were dried over Na2SO4, filtered, and concentrated in vacuo to yield the desired amine as a pale solid.
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