20-(5,5-Dimethyl-1,3-dioxan-2-yl)-1alpha,2alpha-epoxypregna-5,7-dien-3beta-ol → 20-(1,3-Dioxolan-2-yl)-pregna-5,7-diene-1alpha,3beta-diol

HRID 1708780Notes

Reaction equation

HRID 1708780 reaction equation
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[CH:6]([C@@H:8]1[C@:25]2([CH3:26])[C@H:11]([C:12]3[C@H:22]([CH2:23][CH2:24]2)[C@:20]2([CH3:21])[C:15]([CH2:16][C@@H:17]([OH:28])[C@@H:18]4[O:27][C@@H:19]42)=[CH:14][CH:13]=3)[CH2:10][CH2:9]1)[CH3:7].CC1(C)COC(C([C@@H]2[C@]3(C)[C@H](C4[C@H](CC3)[C@]3(C)C(C[C@@H](O)[C@@H]5O[C@@H]53)=CC=4)CC2)C)OC1>>[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[CH:6]([C@@H:8]1[C@:25]2([CH3:26])[C@H:11]([C:12]3[C@H:22]([CH2:23][CH2:24]2)[C@:20]2([CH3:21])[C:15]([CH2:16][C@@H:17]([OH:28])[CH2:18][C@@H:19]2[OH:27])=[CH:14][CH:13]=3)[CH2:10][CH2:9]1)[CH3:7]

Participants

3

Reactant 2

HCID 2284392220-(5,5-Dimethyl-1,3-dioxan-2-yl)-1alpha,2alpha-epoxypregna-5,7-dien-3beta-olHCID 8674581920-(1,3-Dioxolan-2-yl)-1alpha,2alpha-epoxypregna-5,7-dien-3beta-ol

Product 1

HCID 6785292520-(1,3-Dioxolan-2-yl)-pregna-5,7-diene-1alpha,3beta-diolYield 78.3%

Procedure

The procedure of Example 24 was repeated except that 3.4 mg (0.00887 mmole) of 20-(1,3-dioxolan-2-yl)-1α,2α-epoxypregna-5,7-dien-3β-ol was used in lieu of 3.8 mg of 20-(5,5-dimethyl-1,3-dioxan-2-yl)-1α,2α-epoxypregna-5,7-dien-3β-ol to give 2.7 mg of 20-(1,3-dioxolan-2-yl)pregna-5,7-diene-1α,3β-diol (yield: 78% ).

Sources & evidence

ORD record
ord-c4a129fe8d8645b79740616516744a37
Source dataset
uspto-grants-1994_10
Patent number
US05359055

Reaction notes

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