20-(5,5-Dimethyl-1,3-dioxan-2-yl)-1alpha, 2alpha-epoxypregna-5,7-dien-3beta-yl acetate → 1alpha,2alpha-Epoxy-21,21-dimethoxy-20-methylpregna-5,7-dien-3beta-ol

HRID 1708788Notes

Reaction equation

HRID 1708788 reaction equation
C([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][CH:9]=[C: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)C.C(O[C@H]1[C@@H]2O[C@@H]2[C@@]2(C)C(=CC=C3[C@@H]2CC[C@@]2(C)[C@H]3CC[C@@H]2C(C2OCC(C)(C)CO2)C)C1)(=O)C>>[O:29]1[C@H:28]2[C@H:5]([OH:4])[CH2:6][C:7]3[C@:26]([CH3:30])([C@@H:27]12)[C@@H:25]1[C:10]([C@H:11]2[C@:22]([CH3:31])([CH2:23][CH2:24]1)[C@@H:14]([CH:15]([CH3:21])[CH:16]([O:19][CH3:20])[O:17][CH3:18])[CH2:13][CH2:12]2)=[CH:9][CH:8]=3

Participants

3

Reactant 2

HCID 8674580520-(5,5-Dimethyl-1,3-dioxan-2-yl)-1alpha, 2alpha-epoxypregna-5,7-dien-3beta-yl acetateHCID 867458251alpha,2alpha-Epoxy-21,21-dimethoxy-20-methylpregna-5,7-dien-3beta-yl acetate

Product 1

HCID 867458261alpha,2alpha-Epoxy-21,21-dimethoxy-20-methylpregna-5,7-dien-3beta-olYield 85%

Procedure

The procedure of Example 23 was repeated except that 4.6 mg (0.0106 mmole) of 1α,2α-epoxy-21,21-dimethoxy-20-methylpregna-5,7-dien-3β-yl acetate was used in lieu of 5 mg of 20-(5,5-dimethyl-1,3-dioxan-2-yl)-1α,2α-epoxypregna-5,7-dien-3β-yl acetate to give 3.5 mg of 1α,2α-epoxy-21,21-dimethoxy-20-methylpregna-5,7-dien-3β-ol (yield: ca. 85%).

Sources & evidence

ORD record
ord-59017642c6a74163b95f1f71fdd7dc46
Source dataset
uspto-grants-1994_10
Patent number
US05359055

Reaction notes

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