3beta-Hydroxyandrostane-7,17-dione → Androstane-3,7,17-trione

Participants

Reaction Steps

To a stirred solution of 3β-hydroxyandrostane-7,17-dione (1.60 g), TPAP (0.09 mg), NMNO (1.43 g) under N2 in CH2Cl2 (100 mL), molecular sieve type 4 Å powder (2.6 g) was added. After 0.5 h the mixture was filtered and the filtrate was purified by flash chromatography (SiO2, CH2Cl2) to give the title compound II-as (1.29 g, 81%). 1H-NMR (300 MHz, acetone-d6, ppm from TMS): δ 2.82-1.12 (20H, m), 1.39 (3H, s), 0.88 (3H, s).

Provenance & Evidence