17beta,19-Dihydroxy-1,4-androstadien-3-one → 17beta,19-Dihydroxy-1alpha,6alpha-dimethyl-4-androsten-3-one dipropionate

HRID 371838Notes

Reaction equation

HRID 371838 reaction equation
[C:1]([OH:5])(=[O:4])[CH2:2][CH3:3].[C:6]([OH:10])(=[O:9])[CH2:7][CH3:8].[OH:11][C@H:12]1[CH2:17][CH2:16][C@H:15]2[C@H:18]3[C@H:29]([CH2:30][CH2:31][C@:13]12[CH3:14])[C@:26]1([CH2:27][OH:28])[C:21](=[CH:22][C:23](=[O:32])[CH:24]=[CH:25]1)[C@@H:20]([CH3:33])[CH2:19]3.O[C@H:35]1CC[C@H]2[C@H]3[C@H](CC[C@]12C)[C@]1(CO)C(=CC(=O)C=C1)CC3>>[C:1]([OH:5])(=[O:4])[CH2:2][CH3:3].[C:6]([OH:10])(=[O:9])[CH2:7][CH3:8].[OH:11][C@H:12]1[CH2:17][CH2:16][C@H:15]2[C@H:18]3[C@H:29]([CH2:30][CH2:31][C@:13]12[CH3:14])[C@:26]1([CH2:27][OH:28])[C:21](=[CH:22][C:23](=[O:32])[CH2:24][C@@H:25]1[CH3:35])[C@@H:20]([CH3:33])[CH2:19]3

Participants

3

Reactant 2

HCID 5403673717beta,19-Dihydroxy-1,4-androstadien-3-oneHCID 8673569117beta,19-Dihydroxy-6alpha-methyl-1,4-androstadien-3-one dipropionate

Product 1

HCID 8673569017beta,19-Dihydroxy-1alpha,6alpha-dimethyl-4-androsten-3-one dipropionate

Procedure

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

Sources & evidence

ORD record
ord-827578e6bee44830ace8c9645d5d482d
Source dataset
uspto-grants-1978_05
Patent number
US04087524

Reaction notes

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