2-Tert-butoxycarbonylamino-4-hydroxy-butyric acid benzyl ester → 2-Tert-butoxycarbonylamino-4-oxo-butyric acid benzyl ester

Participants

Reaction Steps

To a solution of 1 (1.65 g, 5.50 mmol) in CH2Cl2 (4 mL) was added 4 Å molecular sieves (4.5 g) and PCC (2.36 g, 11 mmol). Then the mixture was stirred for 2 hours, filtered through silica gel column until the filtrate was nearly colorless. The filtrate was evaporated to dryness and the crude product (1.4 g, 82%) was obtained and was used directly in the next step. 1H NMR (400 MHz, CDCl3) δ1.43 (s, 9 H), 2.97-3.16 (m, 2 H), 4.63 (s, 1H), 5.17 (s, 2 H), 5.40 (d, 1 H), 7.33 (m, 5 H), 9.71 (s, 1 H).

Provenance & Evidence