17beta,19-Dihydroxy-1alphamethyl-4-androsten-3-one → 4-Methyl-4-androsten-17beta,19-diol

HRID 371830Notes

Reaction equation

HRID 371830 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](=[C:12]([CH3:23])[C:13](=O)[CH2:14][CH2:15]1)[CH2:10][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>>[CH3:23][C:12]1[CH2:13][CH2:14][CH2:15][C@@:16]2([CH2:17][OH:18])[C:11]=1[CH2:10][CH2:9][C@@H:8]1[C@@H:19]2[CH2:20][CH2:21][C@@:3]2([CH3:4])[C@H:5]1[CH2:6][CH2:7][C@@H:2]2[OH:1]

Participants

3

Reactant 2

HCID 2279742517beta,19-Dihydroxy-1alphamethyl-4-androsten-3-oneHCID 5364116017beta,19-Dihydroxy-4-methyl-4-androsten-3-one

Product 1

HCID 705848084-Methyl-4-androsten-17beta,19-diol

Procedure

Substituting 17β,19-dihydroxy-1α,17α-dimethyl-4-androsten-3-one and 17β,19-dihydroxy-4-methyl-4-androsten-3-one in lieu of the 17β,19-dihydroxy-1α-methyl-4-androsten-3-one above, results in the preparation of 1α,17α-dimethyl-4-androstene-17β,19-diol and 4-methyl-4-androsten-17β,19-diol, respectively.

Sources & evidence

ORD record
ord-32b47fe91e374e378f4587fa33bbd5ca
Source dataset
uspto-grants-1978_05
Patent number
US04087524

Reaction notes

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