Androstan-3-ol, (3a,5b)- → Androstan-3-one, (5b)-

HRID 267246Notes

Reaction equation

HRID 267246 reaction equation
[CH3:1][C@:2]12[CH2:19][CH2:18][C@H:17]3[C@@H:7]([CH2:8][CH2:9][C@H:10]4[C@:15]3([CH3:16])[CH2:14][CH2:13][C@@H:12]([OH:20])[CH2:11]4)[C@@H:6]1[CH2:5][CH2:4][CH2:3]2.CC(=O)[C@@H]1[C@]2(C)[C@H]([C@H]3[C@H](CC2)[C@]2(C)[C@H](CC(O)CC2)CC3)CC1>>[CH3:1][C@:2]12[CH2:19][CH2:18][C@H:17]3[C@@H:7]([CH2:8][CH2:9][C@H:10]4[C@:15]3([CH3:16])[CH2:14][CH2:13][C:12](=[O:20])[CH2:11]4)[C@@H:6]1[CH2:5][CH2:4][CH2:3]2

Participants

3

Reactant 2

HCID 7098634Androstan-3-ol, (3a,5b)-HCID 9818458HCID 9818458, compound

Product 1

HCID 7052903Androstan-3-one, (5b)-Yield 98.8%

Procedure

Using the same process, 5β-androstane-3α-ol and 5α-pregnane-3-ol -20-one were oxidized to obtain a 98.8% yield of 5β-androstane-3-one and a 94.3% yield of 5α-pregnane-3,20 -dione respectively.

Sources & evidence

ORD record
ord-dcd23b77a04f4ae796f8433a3e2a8233
Source dataset
uspto-grants-1976_03
Patent number
US03941811

Reaction notes

Loading…