1alpha,7beta-Dimethyl-4-androstene-3,17-dione → 1beta,6-Dimethyl-5-androstene-3beta,17beta-diol diacetate

HRID 1834981Notes

Reaction equation

HRID 1834981 reaction equation
C[C@@H]1[C@@]2(C)C(C[C@H](C)[C@@H]3[C@@H]2CC[C@@]2(C)[C@H]3C[CH2:12][C:13]2=[O:21])=CC(=O)C1.[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: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

4

Reactant 3

HCID 537937541alpha,7beta-Dimethyl-4-androstene-3,17-dioneHCID 541757841beta-Methyl-4-androstene-3,17-dioneHCID 544335181beta,6alpha-Dimethyl-4-androstene-3,17-dione

Product 1

HCID 867347391beta,6-Dimethyl-5-androstene-3beta,17beta-diol diacetate

Procedure

Substituting 1α,7β-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 1,62, 7αdimethyl-5-androstene-3β,17β-diol diacetate and 1β,6-dimethyl-5-androstene-3β,17β-diol diacetate, respectively.

Sources & evidence

ORD record
ord-fa93842dc15b4336ab36cdfecd7d3e6c
Source dataset
uspto-grants-1978_01
Patent number
US04071625

Reaction notes

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