Methyl morpholine oxide → HCID 86651518, compound

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Reaction Steps

To a stirred solution of 3α-formyloxyandrostane-6α,17β-diol (2.50 g) in CH2Cl2 (100 mL), NMO (2.7 g) and molecular sieves (4 Å, 3.8 g) were added followed by the addition of TPAP (270 mg). After stirring for 2 h at room temperature, the solvent was removed and the mixture purified by flash chromatography (SiO2, n-hexane/EtOAc 65/35) to give 3α-formyloxyandrostane-6,17-dione in 90% yield as a white solid. 1H-NMR (300 MHz, acetone-d6, ppm from TMS): δ 8.15 (1H, s), 5.12 (1H, bs), 2.40-0.90 (20H, m), 0.77 (3H, s), 0.66 (3H, s).

Provenance & Evidence