Methyl morpholine oxide → HCID 57765673, compound

Participants

Reaction Steps

The solution of NMO (7.2 mg) and molecular sieves 4 Å (41 mg) in methylene chloride (0.3 mL) was stirred at room temperature for 15 min., then the solution of 7 (6 mg, 27 μmol) in methylene chloride (0.15 mL) was added followed by TPAP (0.8 mg). The resulted dark mixture was stirred for 30 min., diluted with methylene chloride and applied on a silica Sep-Pak (2 g). Elution with hexane/ethyl acetate (96:4) gave a pure ketone 8 (4.7 mg, 78%). 8: [α]24D−43° (c 0.18 CHCl3); 1H NMR (500 MHz, CDCl3) δ 0.721 (3H, s, 18-H3), 0.825 (3H, t, J=7.3 Hz, 23-H3), 0.872 and 0.945 (3H and 3H, each s, 20-CH3 and 21-H3), 2.41 (1H, dd, J=11.0, 7.5 Hz, 14α-H).

Provenance & Evidence