Auramycin B → Methyl 2,5,7-trihydroxy-2-methyl-6,11-dioxo-4-{[2,3,6-trideoxy-3-(dimethylamino)hexopyranosyl]oxy}-1,2,3,4,6,11-hexahydrotetracene-1-carboxylate
Reaction equation
C[C@@H]1O[C@@H]([O:8][C@H:9]2[C@@H:14]([N:15]([CH3:17])[CH3:16])[CH2:13][C@H:12]([O:18][C@@H:19]3[C:24]4[C:25]([OH:40])=[C:26]5[C:33](=[O:34])[C:32]6[C:35]([OH:39])=[CH:36][CH:37]=[CH:38][C:31]=6[C:29](=[O:30])[C:27]5=[CH:28][C:23]=4[C@@H:22]([C:41]([O:43][CH3:44])=[O:42])[C@@:21]([OH:46])([CH3:45])[CH2:20]3)[O:11][C@H:10]2[CH3:47])C[C@@H]2O[C@@H]3[C@H](O[C@H]12)O[C@@H](C)C(=O)C3.C[C@@H]1O[C@@H]([O:65][C@H:66]2[C@@H:71]([N:72]([CH3:74])[CH3:73])[CH2:70][C@H:69]([O:75][C@@H:76]3[C:81]4[C:82]([OH:97])=[C:83]5[C:90](=[O:91])[C:89]6[C:92]([OH:96])=[CH:93][CH:94]=[CH:95][C:88]=6[C:86](=[O:87])[C:84]5=[CH:85][C:80]=4[C@@H:79]([C:98]([O:100][CH3:101])=[O:99])[C@@:78]([OH:106])([CH2:102][C:103]([CH3:105])=[O:104])[CH2:77]3)[O:68][C@H:67]2[CH3:107])C[C@@H]2O[C@@H]3[C@H](O[C@H]12)O[C@@H](C)C(=O)C3>>[CH3:47][CH:10]1[O:11][CH:12]([O:18][CH:19]2[C:24]3[C:25]([OH:40])=[C:26]4[C:33](=[O:34])[C:32]5[C:35]([OH:39])=[CH:36][CH:37]=[CH:38][C:31]=5[C:29](=[O:30])[C:27]4=[CH:28][C:23]=3[CH:22]([C:41]([O:43][CH3:44])=[O:42])[C:21]([OH:46])([CH3:45])[CH2:20]2)[CH2:13][CH:14]([N:15]([CH3:17])[CH3:16])[CH:9]1[OH:8].[CH3:107][C@@H:67]1[O:68][C@@H:69]([O:75][C@@H:76]2[C:81]3[C:82]([OH:97])=[C:83]4[C:90](=[O:91])[C:89]5[C:92]([OH:96])=[CH:93][CH:94]=[CH:95][C:88]=5[C:86](=[O:87])[C:84]4=[CH:85][C:80]=3[C@@H:79]([C:98]([O:100][CH3:101])=[O:99])[C@@:78]([OH:106])([CH2:102][C:103]([CH3:105])=[O:104])[CH2:77]2)[CH2:70][C@H:71]([N:72]([CH3:74])[CH3:73])[C@@H:66]1[OH:65]Participants
4
Procedure
In a manner analogous to that described in Example 22, using a mixture of 200 mg of auramycin B and sulfurmycin B, there were obtained 25 mg of auramycin D and 35 mg of sulfurmycin D.
Sources & evidence
- ORD record
- ord-789d8565037b4243a0b2c27579fa798e
- Source dataset
- uspto-grants-1983_08
- Patent number
- US04401812
Reaction notes
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