20-(5,5-Dimethyl-1,3-dioxan-2-yl)-1alpha, 2alpha-epoxy-7alpha-hydroxypregna-5-en-3beta-yl acetate → 1alpha,2alpha-Epoxy-21,21-dimethoxy-7alpha-methoxycarbonyloxy-20-methylpregn-5-en-3beta-yl acetate
Reaction equation
[C:1]([O:4][C@H:5]1[C@@H:28]2[O:29][C@@H:27]2[C@@:26]2([CH3:30])[C:7](=[CH:8][C@@H:9]([OH:32])[C@@H:10]3[C@@H:25]2[CH2:24][CH2:23][C@@:22]2([CH3:31])[C@H:11]3[CH2:12][CH2:13][C@@H:14]2[CH:15]([CH3:21])[CH:16]([O:19][CH3:20])[O:17][CH3:18])[CH2:6]1)(=[O:3])[CH3:2].[C:33]([O:36][C@H:37]1[C@@H]2O[C@@H]2[C@@]2(C)C(=C[C@@H](O)[C@@H]3[C@@H]2CC[C@@]2(C)[C@H]3CC[C@@H]2C(C2OCC(C)(C)CO2)C)C1)(=[O:35])C>>[C:1]([O:4][C@H:5]1[C@@H:28]2[O:29][C@@H:27]2[C@@:26]2([CH3:30])[C:7](=[CH:8][C@@H:9]([O:32][C:33]([O:36][CH3:37])=[O:35])[C@@H:10]3[C@@H:25]2[CH2:24][CH2:23][C@@:22]2([CH3:31])[C@H:11]3[CH2:12][CH2:13][C@@H:14]2[CH:15]([CH3:21])[CH:16]([O:17][CH3:18])[O:19][CH3:20])[CH2:6]1)(=[O:3])[CH3:2]Participants
3
Reactant 2
Product 1
Procedure
The procedure of Example 12 was repeated except that 45.0 mg (0.1 mmole) of 1α,2α-epoxy-7α-hydroxy-21,21-dimethoxy-20-methylpregn-5-en-3β-yl acetate was used in lieu of 49.0 mg of 20-(5,5-dimethyl-1,3-dioxan-2-yl)-1α,2α-epoxy-7α-hydroxypregna-5-en-3β-yl acetate to give 39.0 mg of 1α,2α-epoxy-21,21-dimethoxy-7α-methoxycarbonyloxy-20-methylpregn-5-en-3β-yl acetate (yield: 77%).
Sources & evidence
- ORD record
- ord-de75c6b7fdd544b2abae1fec30328b1e
- Source dataset
- uspto-grants-1994_10
- Patent number
- US05359055
Reaction notes
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