(2-Methylphenyl)methanethiol → 17alpha-(2'-Methylbenzylthio)-1,4-Androstadiene-3,11-Dione

HRID 2052259Notes

Reaction equation

HRID 2052259 reaction equation
[CH3:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4][SH:5].CS(O[C@H:15]1[CH2:20][CH2:19][C@H:18]2[C@H:21]3[C@H:31]([C:32](=[O:34])[CH2:33][C@:16]12[CH3:17])[C@:29]1([CH3:30])[C:24](=[CH:25][C:26](=[O:35])[CH:27]=[CH:28]1)[CH2:23][CH2:22]3)(=O)=O>>[CH3:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4][S:5][C@@H:15]1[CH2:20][CH2:19][C@H:18]2[C@H:21]3[C@H:31]([C:32](=[O:34])[CH2:33][C@:16]12[CH3:17])[C@:29]1([CH3:30])[C:24](=[CH:25][C:26](=[O:35])[CH:27]=[CH:28]1)[CH2:23][CH2:22]3

Participants

3

Reactant 2

HCID 288028(2-Methylphenyl)methanethiolHCID 5660910317beta-Methanesulfonyloxy-1,4-androstadiene-3,11-dione

Product 1

HCID 2280984817alpha-(2'-Methylbenzylthio)-1,4-Androstadiene-3,11-Dione

Procedure

In a manner similar to that described in Example 1A, 2-methylbenzylmercaptan is reacted with 17β-methanesulfonyloxy-1,4-androstadiene-3,11-dione to obtain the title compound of this example.

Sources & evidence

ORD record
ord-91bc3a7871d04c03a455bffc3b94b6e6
Source dataset
uspto-grants-1980_01
Patent number
US04183924

Reaction notes

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