1: 1.) N-hydroxybenzotriazole (HOBt), 4-methylmorpholine (NMM), 2.) dicyclohexylcarbodiimide (DCC) / 1.) CH2Cl2 (DCM), 0 deg C, 2.) a) 0 deg C, 1 h, b) RT 2: H2 / Pd-C:BaSO4 / dimethylformamide; methanol; H2O / 3 h / 1551.4 Torr 3: 48percent trifluoroacetic acid, 2percent anisole / CH2Cl2 / 0.5 h / Ambient temperature View Scheme

1: 1.) N-hydroxybenzotriazole (HOBt), 4-methylmorpholine (NMM), 2.) dicyclohexylcarbodiimide (DCC) / 1.) CH2Cl2 (DCM), 0 deg C, 2.) a) 0 deg C, 1 h, b) RT 2: H2 / Pd-C:BaSO4 / dimethylformamide; methanol; H2O / 3 h / 1551.4 Torr 3: 48percent trifluoroacetic acid, 2percent anisole / CH2Cl2 / 0.5 h / Ambient temperature View Scheme

Multistep reaction;