HCID 131715765, compound → HCID 131715763, compound
Reaction equation
[CH2:1]([O:4][N:5]=[C:6]([C:38]1[N:39]=[C:40]([NH:43][C:44]([C:57]2[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=2)([C:51]2[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=2)[C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)[S:41][CH:42]=1)[C:7]([NH:9][CH:10]1[C:36](=[O:37])[N:12]2[C:13]([C:20]([O:22][CH:23]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[O:21])=[C:14]([CH2:18][I:19])[CH2:15][S:16](=[O:17])[C@H:11]12)=[O:8])[CH:2]=[CH2:3].O.Br.[OH:65][C:66]1[CH:67]=[C:68]2[C:73](=[CH:74][C:75]=1[OH:76])[CH:72]=[N:71][CH:70]=[CH:69]2>>[I-:19].[CH2:1]([O:4][N:5]=[C:6]([C:38]1[N:39]=[C:40]([NH:43][C:44]([C:57]2[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=2)([C:51]2[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=2)[C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)[S:41][CH:42]=1)[C:7]([NH:9][CH:10]1[C:36](=[O:37])[N:12]2[C:13]([C:20]([O:22][CH:23]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[O:21])=[C:14]([CH2:18][C:72]3[C:73]4[C:68](=[CH:67][C:66]([OH:65])=[C:75]([OH:76])[CH:74]=4)[CH:69]=[CH:70][NH+:71]=3)[CH2:15][S:16](=[O:17])[C@H:11]12)=[O:8])[CH:2]=[CH2:3]Participants
3
Procedure
2.0 g (yield: 86%) of benzhydryl 7-[2-allyloxyimino-2-(2-tritylaminothiazol-4-yl)acetamido]-3-(6,7-dihydroxyisoquinolinio)methyl-3-cephem-4-carboxylate 1-oxide iodide (syn-isomer) was prepared from 2.0 g (2.0 mmol) of benzhydryl 7-[2-allyloxyimino-2-(2-tritylaminothiazol-4-yl)acetamido]-3-iodomethyl-3-cephem-4-carboxylate 1-oxide (syn-isomer) and 600 mg (2.3 mmol) of 6,7-dihydroxyisoquinoline hydrobromide monohydrate in the same manner as in Example 1(D).
Sources & evidence
- ORD record
- ord-60799ab9587c4270b18880ca02917e9f
- Source dataset
- uspto-grants-1989_03
- Patent number
- US04814328
Reaction notes
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