Ethyl Acetate → 4beta-Ethyl-6alpha-hydroxyandrostan-3,17-dione

Reaction equation

[CH2:1]([C@H:3]1[C@H:20]([OH:21])[CH2:19][CH2:18][C@@:17]2([CH3:22])[CH:4]1[C@@H:5]([OH:24])[CH2:6][C@@H:7]1[C@@H:16]2[CH2:15][CH2:14][C@@:12]2([CH3:13])[C@H:8]1[CH2:9][CH2:10][C@@H:11]2[OH:23])[CH3:2].C1C(=O)N(Br)C(=O)C1.CCOC(C)=O.[O-]S([O-])=O.[Na+].[Na+]>O1CCOCC1.O.N1C=CC=CC=1>[CH2:1]([C@H:3]1[C:20](=[O:21])[CH2:19][CH2:18][C@@:17]2([CH3:22])[CH:4]1[C@@H:5]([OH:24])[CH2:6][C@@H:7]1[C@@H:16]2[CH2:15][CH2:14][C@@:12]2([CH3:13])[C@H:8]1[CH2:9][CH2:10][C:11]2=[O:23])[CH3:2]