17beta,19-Dihydroxy-1alphamethyl-4-androsten-3-one → 1alpha,6alpha-Dimethyl-4-androstene-3beta,17beta,19-triol

HRID 1733102Notes

Reaction equation

HRID 1733102 reaction equation
[OH:1][C@H:2]1[CH2:7][CH2:6][C@H:5]2[C@H:8]3[C@H:19]([CH2:20][CH2:21][C@:3]12[CH3:4])[C@:16]1([CH2:17][OH:18])[C:11](=[CH:12][C:13](=[O:23])[CH2:14][C@@H:15]1[CH3:22])[C@@H:10]([CH3:24])[CH2:9]3.O[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@]12C)[C@]1(CO)C(=CC(=O)C[C@@H]1C)CC3>>[CH3:22][C@@H:15]1[C@@:16]2([CH2:17][OH:18])[C:11]([C@@H:10]([CH3:24])[CH2:9][C@@H:8]3[C@@H:19]2[CH2:20][CH2:21][C@@:3]2([CH3:4])[C@H:5]3[CH2:6][CH2:7][C@@H:2]2[OH:1])=[CH:12][C@@H:13]([OH:23])[CH2:14]1

Participants

3

Reactant 2

HCID 2279742517beta,19-Dihydroxy-1alphamethyl-4-androsten-3-oneHCID 7058393717beta,19-Dihydroxy-1alpha,6alpha-dimethyl-4-androsten-3-one

Product 1

HCID 705859661alpha,6alpha-Dimethyl-4-androstene-3beta,17beta,19-triol

Procedure

Substituting 17β,19-dihydroxy-1α,17α-dimethyl-4-androsten-3-one and 17β,19-dihydroxy-1α,6α-dimethyl-4-androsten-3-one for 17β,19-dihydroxy-1α-methyl-4-androsten-3-one above results in the formation of 1α,17α-dimethyl-4-androstene-3β,17β,19-triol and 1α,6α-dimethyl-4-androstene-3β,17β,19-triol, respectively.

Sources & evidence

ORD record
ord-167f2906f41c4a3da1e53595048219f2
Source dataset
uspto-grants-1980_12
Patent number
US04239681

Reaction notes

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