Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | HCID 13731266 | HCID 13731266 | — |
| Reactant | HCID 67780351 | HCID 67780351 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 70351204 | HCID 70351204 | 16.3% |
Reaction Steps
A mixture consisting of 4.0 g of 7β-tert-butoxycarbonylamino-3-(3-oxobutyryloxymethyl]-3-cephem-4-carboxylic acid, 3.0 g of 4,5,6,7-tetrahydrobenzothiazole, 4 g of potassium iodide, 10 ml of acetonitrile and 10 ml of water is stirred at 70° C. for 1.5 hours. To the reaction mixture is added 30 ml of ethyl acetate and the mixture is stirred. After letting the mixture stand, the upper layer is removed by decanting. To the lower layer is added 30 ml of ethyl acetate and the same work-up is repeated twice. The water-layer is subjected to silica-gel column chromatography using 70 g of silica-gel. After washing of the column by using first 200 ml of acetone and then 200 ml of acetone-water (20:1), elution is conducted by acetone-water (3:1). The fractions containing the objective compound are concentrated and lyophilized to give 0.71 g (yield 15%) of the above-identified compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04946837 |
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| Source dataset | uspto-grants-1990_08 |
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| ORD ID | ord-46d63a9f412842e1ad1cf3b8312a600d |
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| Source note | uspto-grants-1990_08 |
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