Butyric Acid → HCID 67834215, compound

HRID 436271Notes

Reaction equation

[C:1](O)(=O)[CH2:2][CH2:3][CH3:4].[OH:7][C:8](CBr)=[C:9]([N:13]1[C:16](=[O:17])[CH:15]([NH:18][C:19](=[O:27])[CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:14]1[S:28][CH:29]=O)[C:10]([O-:12])=[O:11].[CH2:33](S)[CH3:34]>C(Cl)(Cl)Cl>[C:21]1([CH2:20][C:19]([NH:18][CH:15]2[C:16](=[O:17])[N:13]3[C:9]([C:10]([O:12][CH:1]([C:34]4[CH:33]=[CH:22][CH:21]=[CH:20][CH:19]=4)[C:2]4[CH:10]=[CH:9][CH:8]=[CH:4][CH:3]=4)=[O:11])=[C:8]([OH:7])[CH2:29][S:28][C@H:14]23)=[O:27])[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

Conditions

Temperature: 10 °C

Procedure

To 0.410 g. (1.05 mmol.) of mercuric acetate in a mixture of 10 ml. of chloroform and 10 ml. of butyric acid are added 0.529 g. (1 mmol.) of 3-hydroxy-4-bromo-2-(2-formylthio-4-oxo-3-phenylacetamido-1-azetidinyl)-2-butenoate, benzhydryl ester, in 10 ml. of chloroform. The mixture is stirred for 15 minutes at 10° C., after which time the solution becomes cloudy. Ethyl mercaptan is added to the mixture, and the mixture then is filtered through activated charcoal and a filter aide. The resulting filtrate is evaporated, and a residue comprising benzhydryl 7-phenylacetamido-3-hydroxy-3-cephem-4-carboxylate is obtained.

Workup

filtrationthe mixture then is filtered through activated charcoal
customThe resulting filtrate is evaporated

Sources & evidence

ORD record: ord-dafd37e72bb043f09fd4a0332f5c9237
Source dataset: uspto-grants-1977_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04008230

Reaction notes

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