(S)-2-tert-butoxycarbonylamino-3-difluoromethoxy-propionic acid benzyl ester → (S)-2-tert-Butoxycarbonylamino-3-difluoromethoxy-propionic acid

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A solution of the compound of Formula XIII(a), (S)-2-tert-butoxycarbonylamino-3-difluoromethoxy-propionic acid benzyl ester (1.76 g, 5.09 mmol) in THF was stirred with 10% Pd/C (360 mg) under a hydrogen atmosphere for 2 hours. The reaction mixture was filtered and concentrated to give the compound of Formula IV(a), (S)-2-tert-butoxycarbonylamino-3-difluoromethoxy-propionic acid (1.3 g, 100%) as a sticky, colorless oil. 1H NMR (300 MHz, CDCl3): δ (ppm) 6.21 (wt, 1H), 5.35 (d, 1H), 4.59 (m, 1H), 4.35 (m, 1H), 4.21 (m, 1H) and 1.42 (s, 9H).

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