HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → [(6R)-2-benzhydryloxycarbonyl-7-[[(2Z)-2-[1-[(2-methylpropan-2-yl)oxycarbonyl]cyclobutyl]oxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl-triphenylphosphanium iodide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | benzhydryl (6R)-3-(iodomethyl)-7-[[(2Z)-2-[1-[(2-methylpropan-2-yl)oxycarbonyl]cyclobutyl]oxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | HCID 172953015 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | [(6R)-2-benzhydryloxycarbonyl-7-[[(2Z)-2-[1-[(2-methylpropan-2-yl)oxycarbonyl]cyclobutyl]oxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl-triphenylphosphanium iodide | HCID 172941329 | 94% |
Reaction Steps
A mixture of diphenylmethyl 7-[(Z)-2-(1-t-butoxycarbonylcyclobut-1-oxyimino)-2-(2-tritylaminothiazol-4-yl)acetamido]-3-iodomethyl-3-cephem-4-carboxylate (VII-5', 6.4 g, 6 mmoles) and triphenylphosphine (2.4 g, 9 mmoles) in benzene (120 ml) was stirred at room temperature for 2 hours and diluted with n-hexane (ca. 500 ml). The resulting precipitate was collected by filtration to afford 7.5 g (94%) of the title compound VIII-B 5'.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04486586 |
| Source dataset | uspto-grants-1984_12 |
| ORD ID | ord-0d2ecb2137074a178e0977ef9b223754 |
| Source note | uspto-grants-1984_12 |