Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 53704037 | HCID 53704037 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 53939500 | HCID 53939500 | 44.1% |
Reaction Steps
A mixture of 7-[2-(2-amino-thiazol-4-yl)-2-methoxyimino-acetamido]-2-benzhydryloxycarbonyl-8-oxo-3-(2-tosyloxy-vinyl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene (syn isomer, E-form) (0.35 g), formic acid (10 cc) and water (3 cc) is stirred at 50° C. for 30 minutes. Water (8 cc) is then added and the mixture is filtered and concentrated to dryness at 30° C. under 0.05 mm Hg (0.007 kPa). The residue is taken up in ethanol (2×20 cc), each time concentrating the mixture to dryness at 20° C. under 20 mm Hg (2.7 kPa). The solid obtained is trituranted in diethyl ether (20 cc). After filtration ad drying, 7-[2-(2-amino-thiazol-4-yl)-2-methoxyimino-acetamido]-2-carboxy-8-oxo-3-(2-tosyloxyvinyl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene (syn isomer, E-form) (0.12 g) is obtained in the form of yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04307230 |
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| Source dataset | uspto-grants-1981_12 |
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| ORD ID | ord-759b863b062543b791a228718d8da96b |
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| Source note | uspto-grants-1981_12 |
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