Hydrocodone → Codeine

HRID 496801

反応式

HRID 496801 の反応式
[CH3:1][N:2]1[C@@H:19]2[CH2:20][C:7]3[CH:8]=[CH:9][C:10]([O:21][CH3:22])=[C:11]4[O:12][C@H:13]5[C:14]([CH2:16][CH2:17][C@@H:18]2[C@:5]5([C:6]=34)[CH2:4][CH2:3]1)=[O:15].[CH3:23][N:24]1[C@@H:41]2[CH2:42][C:29]3[CH:30]=[CH:31][C:32]([O:43][CH3:44])=[C:33]4[O:34][C@H:35]5[C:36]([CH:38]=[CH:39][C@@H:40]2[C@:27]5([C:28]=34)[CH2:26][CH2:25]1)=[O:37].[CH3:45][N:46]1[C@@H:62]2[CH2:63][C:51]3[CH:52]=[CH:53][C:54]([O:66][CH3:67])=[C:55]4[O:56][C@H:57]5[C:58]([O:64][CH3:65])=[CH:59][CH:60]=[C:61]2[C@:49]5([C:50]=34)[CH2:48][CH2:47]1>>[CH3:1][N:2]1[C@@H:19]2[CH2:20][C:7]3[CH:8]=[CH:9][C:10]([O:21][CH3:22])=[C:11]4[O:12][C@H:13]5[C:14]([CH:16]=[CH:17][C@@H:18]2[C@:5]5([C:6]=34)[CH2:4][CH2:3]1)=[O:15].[CH3:23][N:24]1[C@@H:41]2[CH2:42][C:29]3[CH:30]=[CH:31][C:32]([O:43][CH3:44])=[C:33]4[O:34][C@H:35]5[C@@H:36]([OH:37])[CH:38]=[CH:39][C@@H:40]2[C@:27]5([C:28]=34)[CH2:26][CH2:25]1.[CH3:45][N:46]1[C@@H:62]2[CH2:63][C:51]3[CH:52]=[CH:53][C:54]([O:66][CH3:67])=[C:55]4[O:56][C@H:57]5[C:58]([O:64][CH3:65])=[CH:59][CH:60]=[C:61]2[C@:49]5([C:50]=34)[CH2:48][CH2:47]1

参加物

6

反応物 3

HCID 5284569HydrocodoneHCID 5324289ThebaineHCID 5459910Codeinone

生成物 3

HCID 5284371CodeineHCID 5324289ThebaineHCID 5459910Codeinone

実験手順

Hydrocodone has been prepared by reduction of codeinone (Arch. Pharm (1920), 258, 295; J. Am Chem. Soc (1950), 72, 3247, U.S. Pat. No. 5,571,685) or thebaine (DE Pat. No. 441,613). However, since codeinone is obtained by oxidation of codeine in low to moderate yields, and thebaine is a relatively scarce alkaloid, these methods have little practical value.

出典と根拠

ORDレコード
ord-c46228bdbd2a46d990394e87ee0a0f24
出典データセット
uspto-grants-2005_09
特許番号
US06946556B1

関連ノート

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