Scheme 6.
Synthesis of Diastereomerically Pure Aryloxymethyl Ketone Inhibitor 58a
a Reagents: (a) NaBH4, 95:5 THF:H2O, 0 °C to rt; (b) Na ascorbate, CuSO4, 1:1 H2O:t-BuOH, rt; (c) Dess-Martin periodonane, CH2Cl2, rt.
Synthesis of Diastereomerically Pure Aryloxymethyl Ketone Inhibitor 58a
a Reagents: (a) NaBH4, 95:5 THF:H2O, 0 °C to rt; (b) Na ascorbate, CuSO4, 1:1 H2O:t-BuOH, rt; (c) Dess-Martin periodonane, CH2Cl2, rt.