Pyrrolidine-1,3-dicarboxylic Acid 1-tert-Butyl Ester is a reactant used in the synthesis of potent and highly selective ERK1,2 inhibitors.
The general procedure for the synthesis of (R)-1-Boc-3-carboxypyrrolidine from methyl 1-Boc-pyrrolidine-3-carboxylate was as follows: sodium hydroxide (0.80 g, 20.00 mmol) was dissolved in water (15 mL), and this solution was added to a methanol (30 mL) of methyl 1-Boc-pyrrolidine-3-carboxylate (2.30 g, 10.00 mmol) solution. The reaction mixture was stirred at room temperature for 3 hours. Upon completion of the reaction, methanol was removed by concentration under reduced pressure. Subsequently, the pH of the solution was adjusted to 4 with 2 M glacial acetic acid and then extracted with dichloromethane (50 mL x 3). The organic layers were combined and dried with anhydrous sodium sulfate. After filtration, the organic phase was concentrated under reduced pressure to give 1.80 g of oily product in 83.00% yield.
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