Pregnenolone → 11alpha-Hydroxytestosterone

Reaction equation

CC([C@@H]1[C@@]2(C)CC[C@@H]3[C@@]4(C)CC[C@H](O)CC4=CC[C@H]3[C@@H]2CC1)=[O:3].[OH:24][C@H:25]1[CH2:30][CH2:29][C@H:28]2[C@H:31]3[C@H:41]([CH2:42][CH2:43][C@:26]12[CH3:27])[C@:39]1([CH3:40])[C@H:34]([CH2:35][C:36](=[O:44])[CH2:37][CH2:38]1)[CH2:33][CH2:32]3>>[OH:3][C@@H:42]1[CH2:43][C@@:26]2([CH3:27])[C@@H:28]([CH2:29][CH2:30][C@@H:25]2[OH:24])[C@H:31]2[C@H:41]1[C@:39]1([CH3:40])[C:34]([CH2:33][CH2:32]2)=[CH:35][C:36](=[O:44])[CH2:37][CH2:38]1

Participants

Reactant 2

HCID 8955Pregnenolone

HCID 10635Dihydrotestosterone

Product 1

HCID 1195415211alpha-Hydroxytestosterone

Procedure

Using this method, 11α acid succinates of pregnenolone and 17β-hydroxy-5α-androstan-3-one were prepared.

Sources & evidence

ORD record: ord-2817d38fae9144f2ad770236c7d5a7f5
Source dataset: uspto-grants-1977_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04013688

Reaction notes

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