Diethyl Ether → HCID 57786539, compound

Participants

Reaction Steps

To a solution of (S)-tert-butyl 1-hydroxy-3-(tetrahydro-2H-pyran-4-yl)propan-2-ylcarbamate (1.7 g, 6.6 mmol) in CH2Cl2 (20 mL) was added Dess-Martin periodionane (3.4 g, 7.9 mmol). The reaction was stirred at r.t. for 1 h. Tlc showed the starting material had disappeared. The mixture was poured into Et2O (100 mL) and K2CO3 (5 g) was added. The organic phase was dried over Na2SO4 and concentrated. The residue was purified by chromatography to give (S)-tert-butyl 1-oxo-3-(tetrahydro-2H-pyran-4-yl)propan-2-ylcarbamate (1.2 g, 71%). 1H NMR (CD3OD) δ 1.45 (s, 9H), 2.07 (m, 2H), 3.90 (m, 3H), 4.30 (b, 1H), 5.0 (b, 1H), 9.55 (s, 1H).

Provenance & Evidence