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Reagents and conditions: (a) H2, PtO2, AcOH, quantitative yield; (b) (i) LiAlH4/Et2O, 92%; (ii) TsCl/TEA/DCM, 95%; (3) NaCN/DMF, 83%; (c) (i) KOH/ethylene glycol; (ii) N,O-dimethylhydroxylamine hydrochloride, HCTU/DiPEA/DCM, 88% over two steps; (d) LiAlH4/Et2O; (e) 58/CuSO4/DCM, 85% over two steps; (f) Et2AlCN/i-PrOH/THF, 75%.
