1-Hydroxybenzotriazole → 2-(2,2-Dimethoxy-ethyl)-6-(4-phenyl-butylcarbamoyl)-piperidine-1-carboxylic Acid Benzyl Ester

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Reaction Steps

6-(2,2-Dimethoxy-ethyl)-piperidine-1,2-dicarboxylic acid 1-benzyl ester (Compound 238, 1 g, 2.85 mmol) and 4-phenylbutyl amine (0.51 g, 3.42 mmol) were dissolved in CH2Cl2 (60 mL). HOBt (0.462 g, 3.42 mmol) was added followed by EDC.HCl (0.655 g, 3.42 mmol). The reaction was stirred at room temperature for 12 hours. Saturated NaHCO3 (25 mL) was added and the reaction was extracted with CHCl3 (2×50 mL). The combined organic layers were dried over Na2SO4, and then concentrated. Flash chromatographic purification of the residue (1:1 EtOAc/hexanes) gave Compound 242 (1.294 g, 94%). Rf=0.62 (1:1 EtOAC/hexanes).

Provenance & Evidence