1beta,7alpha-Dimethyl-4-androstene-3,17-dione → 1beta,7alpha-Dimethyl-5-androstene-3beta,17beta-diol diacetate

HRID 2397992Notes

Reaction equation

HRID 2397992 reaction equation
[CH3:1][C@H:2]1[C@@:19]2([CH3:20])[C:6]([CH2:7][C@@H:8]([CH3:22])[C@@H:9]3[C@@H:18]2[CH2:17][CH2:16][C@@:14]2([CH3:15])[C@H:10]3[CH2:11][CH2:12][C:13]2=[O:21])=[CH:5][C:4](=[O:23])[CH2:3]1.[CH3:24][C@H:25]1[C@@:42]2([CH3:43])[C:29]([C@@H:30]([CH3:45])[CH2:31][C@@H:32]3[C@@H:41]2[CH2:40][CH2:39][C@@:37]2([CH3:38])[C@H:33]3[CH2:34][CH2:35][C:36]2=[O:44])=[CH:28][C:27](=[O:46])[CH2:26]1.C[C@H]1[C@@]2(C)C(CC[C@@H]3[C@@H]2CC[C@@]2(C)[C@H]3C[CH2:58][C:59]2=[O:67])=CC(=O)C1>>[C:36]([O:23][C@H:4]1[CH2:3][C@@H:2]([CH3:1])[C@@:19]2([CH3:20])[C:6](=[CH:7][C@@H:8]([CH3:22])[C@@H:9]3[C@@H:18]2[CH2:17][CH2:16][C@@:14]2([CH3:15])[C@H:10]3[CH2:11][CH2:12][C@@H:13]2[O:21][C:59](=[O:67])[CH3:58])[CH2:5]1)(=[O:44])[CH3:35].[C:13]([O:46][C@H:27]1[CH2:26][C@@H:25]([CH3:24])[C@@:42]2([CH3:43])[C:29](=[C:30]([CH3:45])[CH2:31][C@@H:32]3[C@@H:41]2[CH2:40][CH2:39][C@@:37]2([CH3:38])[C@H:33]3[CH2:34][CH2:35][C@@H:36]2[O:44][C:59](=[O:67])[CH3:58])[CH2:28]1)(=[O:21])[CH3:12]

Participants

5

Reactant 3

HCID 537937561beta,7alpha-Dimethyl-4-androstene-3,17-dioneHCID 541757841beta-Methyl-4-androstene-3,17-dioneHCID 544335181beta,6alpha-Dimethyl-4-androstene-3,17-dione

Product 2

HCID 867347381beta,7alpha-Dimethyl-5-androstene-3beta,17beta-diol diacetateHCID 867347391beta,6-Dimethyl-5-androstene-3beta,17beta-diol diacetate

Procedure

Substituting 1β,7α-dimethyl-4-androstene-3,17-dione and 1β,6α-dimethyl-4-androstene-3,17-dione for the 1β-methyl-4-androstene-3,17-dione above results in the preparation of 1β,7α-dimethyl-5-androstene-3β,17β-diol diacetate and 1β,6-dimethyl-5-androstene-3β,17β-diol diacetate.

Sources & evidence

ORD record
ord-6a1d4d7b4d4942d78dd1e6c4c6ad85cd
Source dataset
uspto-grants-1977_05
Patent number
US04022769

Reaction notes

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