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ethyl (S)-2-((tert-butoxycarbonyl)amino)-5-(5-chloro-2-(trifluoromethyl)pyridin-4-yl)-5-oxopentanoate[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
Step 2: To a solution of <strong>[823221-95-0]5-chloro-4-iodo-2-(trifluoromethyl)pyridine</strong> (18.2 g, 59.2 mmol) in diethylether (200 mL), at -78 C in a 1L 3 neck RBF, was added n-butyl lithium (1.6 M in hexane, 44.5 mL, 71.1 mmol). The resulting solution was stirred at that temperature for 10 minutes and ethyl-N-Boc-(S)-pyroglutamate (16.75 g, 65.2 mmol) in diethylether (130 mL) was added slowly, and the resulting solution was stirred at that temperature for 1 h. The reaction was stopped by the addition of saturated NH4C1 solution (150 mL) and extracted with EtOAc (2 x 250 mL).The organic layer was washed with water (2 x 150 mL), dried over anhydrous Na2S04 and concentrated to yield ethyl (S)-2-((tert-butoxycarbonyl)amino)-5-(5-chloro-2- (trifluoromethyl)pyridin-4-yl)-5-oxopentanoate which was carried forward to the next step without further purification.
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