Trifluoroacetic acid → HCID 131720178, compound

HRID 1376849Notes

Reaction equation

C([NH:20][C:21]1[S:22][CH:23]=[C:24]([C:26](=[N:58][O:59][CH3:60])[C:27]([NH:29][CH:30]2[C:37](=[O:38])[N:36]3[CH:31]2[CH2:32][S:33][C:34]([S:55][CH2:56][Cl:57])=[C:35]3[C:39]([O:41]C(C2C=CC=CC=2)C2C=CC=CC=2)=[O:40])=[O:28])[N:25]=1)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C(OC(C)C)(C)C.[F:68][C:69]([F:74])([F:73])[C:70]([OH:72])=[O:71]>CCOCC>[F:68][C:69]([F:74])([F:73])[C:70]([OH:72])=[O:71].[NH2:20][C:21]1[S:22][CH:23]=[C:24]([C:26](=[N:58][O:59][CH3:60])[C:27]([NH:29][C@H:30]2[C:37](=[O:38])[N:36]3[C@@H:31]2[CH2:32][S:33][C:34]([S:55][CH2:56][Cl:57])=[C:35]3[C:39]([OH:41])=[O:40])=[O:28])[N:25]=1

Participants

Conditions

Temperature: 0 °C

Procedure

162 mg of the product of step A in 1.5 ml of trifluoroacetic acid was stirred at 0° C. in an inert atmosphere for 5 minutes and the solution obtained was poured into 25 ml of isopropy ether. The mixture was cooled to 0° C. stirred for several minutes. and then centrifuged. The residue was suspended in 25 ml of ether and this was centrifuged again and the operation was repeated. The trifluoracetate was dried under reduced pressure to obtain 88 mg of syn isomer of racemic cis 7-[2-(2-aminothiazol-4-yl)-2-methoxyimino-acetamido]-3-chloromethylthio-8-oxo-4-thia-1-azabicyclo[4,2,0]oct-2-en-2-carboxylic acid trifluoroacetate.

Workup

customthe solution obtained
dry with materialThe trifluoracetate was dried under reduced pressure

Sources & evidence

ORD record: ord-d543367b5edd416db90e0f8b15f61357
Source dataset: uspto-grants-1997_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05663164

Reaction notes

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