Lithium Hydroxide → (S)-4,4-Difluoro-2-[(perhydro-1,4-oxazepine-4-carbonyl)-amino]-pentanoic acid

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Reaction Steps

(S)-4,4-Difluoro-2-[(perhydro-1,4-oxazepine-4-carbonyl)-amino]-pentanoic acid methyl ester (0.38 g, 1.29 mmol) is dissolved in tetrahydrofuran/methanol (15 mL/10 mL) and lithium hydroxide (35 mg, 1.40 mmol) dissolved in water (5 mL) added. The reaction is stirred at RT for 18 h, and then the methanol/tetrahydrofuran is removed in vacuo. The residue is acidified with 6M hydrochloric acid (0.25 mL) and extracted with dichloromethane (3×20 mL), dried (Na2SO4), and concentrated to yield (S)-4,4-Difluoro-2-[(perhydro-1,4-oxazepine-4-carbonyl)-amino]-pentanoic acid as a solid (0.36 g, 99%).

Provenance & Evidence