Diisopropylcarbodiimide → 2-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-thiazole-4-carboxylic acid methyl ester

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A solution of 2-amino-thiazole-4-carboxylic acid methyl ester (2.4 g, 15.17 mmol), (S)—N-Boc-phenylalanine (4.518 g, 16.69 mmol), 1-hydroxybenzotriazole (2.255 g, 16.69 mmol) and 1,3-diisopropylcarbodiimide (2.127 g, 16.69 mmol) in a mixture of dichloromethane (50 mL) and N,N-dimethylformamide (25 mL) were stirred at ambient temperature for 24 hours. The mixture was diluted with dichloromethane, washed with water, brine and dried with magnesium sulfate. Evaporation of the solvents and chromatography of the residue over silica gel using a gradient between 0 and 25% ethyl acetate in dichloromethane gave 2-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-thiazole-4-carboxylic acid methyl ester (4.97 g, 81%).

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