Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Isobutanol | HCID 6560 | — |
| Reactant | Triphenyl phosphite | HCID 7540 | — |
| Reactant | Chlorine | HCID 24526 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 70457302 | HCID 70457302 | — |
Reaction Steps
A solution of the triphenyl phosphite-chlorine reagent was prepared by bubbling chlorine into a solution of 11 mmol of triphenyl phosphite in tetrahydrofuran (THF) at -10° C. To the solution was added 4.84 gm (10 mmol) of 4'-nitrobenzyl 7-phenoxyacetamido-3-methyl-3-cephem-4-carboxylate. Subsequently 0.95 ml (11 mmol) of pyridine was added to the reaction mixture. The reaction was then allowed to stir at -10° C. for 1 hour after which time it was allowed to warm to room temperature and stir for another 2 hours. Then 6.0 ml (65 mmol) of isobutanol was added. After 2 hours the reaction mixture was filtered. The crystalline nucleus hydrochloride ester thereby obtained was washed with THF and dried affording 3.03 gm (78.5%): m.p. 151-153° C. (decomp.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04230644 |
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| Source dataset | uspto-grants-1980_10 |
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| ORD ID | ord-1b1524d30d024d90b8c82f7daa3e097c |
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| Source note | uspto-grants-1980_10 |
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