C1(C)C=CC(S(O)(=O)=O)=CC=1.C1CO[C:14]([C@@H:16]2[C@:33]3([CH3:34])[C@H:19]([C@H:20]4[C@H:30]([C@@H:31]([O:35][C:36](=[O:45])[CH2:37][N:38]([CH2:42][CH2:43][CH3:44])[CH2:39][CH2:40][CH3:41])[CH2:32]3)[C@:28]3([CH3:29])[C@H:23]([CH2:24][C@H:25]([OH:46])[CH2:26][CH2:27]3)[CH2:22][CH2:21]4)[CH2:18][CH2:17]2)([CH3:15])[O:13]1.C(=O)(O)[O-].[Na+]>CC(C)=O>[OH:46][C@@H:25]1[CH2:26][CH2:27][C@@:28]2([CH3:29])[C@@H:23]([CH2:22][CH2:21][C@@H:20]3[C@@H:30]2[C@@H:31]([O:35][C:36](=[O:45])[CH2:37][N:38]([CH2:39][CH2:40][CH3:41])[CH2:42][CH2:43][CH3:44])[CH2:32][C@@:33]2([CH3:34])[C@H:19]3[CH2:18][CH2:17][C@@H:16]2[C:14](=[O:13])[CH3:15])[CH2:24]1Toluene-4-sulphonic acid (120 mg) was added to a solution of 20,20-ethylenedioxy-11β-dipropylaminoacetoxy-5α-pregnan-3α-ol (260 mg) in acetone (20 ml). The mixture was kept at room temperature until reaction was judged complete (TLC), when sodium bicarbonate solution was added and the precipitated material collected by filtration. Crystallization from ether-petroleum ether afforded title compound, m.p. 120°-122°, [α]D +92°.
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