Hydrocodone → Codeine
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[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]1참가 물질
6
실험 절차
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.