HCID 70159551, compound → HCID 70160425, compound

Participants

Reaction Steps

The product from Example 7D (24.8 g, 72.9 mmol) in 2.0M HCl (500 mL) was refluxed for 16 hours, cooled, concentrated to a volume of 100 mL, basified to pH 14 with 50% NaOH and extracted with ethyl acetate. The organic layer was dried (MgSO4) and concentrated. The residue was chromatographed on silica gel with ethyl acetate to provide two diastereomers, Rf 0.62 (ethyl acetate) and Rf 0.60 (ethyl acetate). 1H NMR (300 MHz, CDCl3, for Rf 0.62) δ1.35 (d, 3H), 1.55 (bs, 1H), 2.50-2.62 (m, 2H), 3.33 (bm, 1H), 3.73 (q, 1H), 3.83 (s, 3H), 3.90 (dd, 1H), 4.18 (dd, 1H), 4.35 (bs, 1H), 6.43 (m, 2H), 6.59 (t, 1H), 7.20-7.40 (m, 5H).

Provenance & Evidence