HCID 10595960, compound → HCID 11002256, compound

Participants

Reaction Steps

The method followed that described in Synthesis Example 4, but using 3,6-acetoxy-17-(1H-imidazol-1-yl) -androsta-5,16-diene (Compound 10) (2.72 g, 7.16 mmol) in methanol (30 ml), 10% methanolic KOH (17 ml), and the mixture was stirred at room temp under N2 for 2 h. Following the conventional workup gave rise to Compound 11 (2.34 g, 95%), mp 220-223° C. 1H NMR (300 MHz, CDCl3): δ 1.01 (3H, s, 18-Me), 1.06 (3H, s, 19-Me), 3.53 (1H, m, 3α-H), 5.39 (1H, d, J=5 Hz, 6-H), 5.69 (1H, s, 16-H), 7.08 (2H, br. s, 4′ and 5′-H), and 7.64 (1H, s, 2′-H). Analysis calculated for C22H30ON2: C, 78.05; H, 8.94; N, 8.28; Found: C, 78.02; H, 9.00; N, 8.22. HRMS calcd. for C22H30ON2 338.2358, found 338.2361.

Provenance & Evidence