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(a) Br−Ph3P+(CH2)5COOEt, NaH, THF; (b) H2, 10% Pd/C, EtOH; (c) 1 N NaOH, dioxane; (d) H2N(CH2)nCOOR, WSCI, HOBt, Et3N, CH2Cl2; (e) DIBALH, dry Et2O; (f) NaOCl, TEMPO, NaBr, NaHCO3, EtOAc/PhCH3/H2O 3:3:0.5, −5 °C; (g) NaHSO3, KCN, H2O, CH2Cl2; (h) conc. HCl; (i) KOH, EtOH/H2O; (j) Dess-Martin periodinane, CH2Cl2.
