HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropanol → [7-(5-Benzamido-5-benzhydryloxycarbonylpentanamido)-4-benzhydryloxycarbonyl-3-cephem-3-yl]methyl-triphenyl-phosphonium iodide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | HCID 12817992 | HCID 12817992 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | [7-(5-Benzamido-5-benzhydryloxycarbonylpentanamido)-4-benzhydryloxycarbonyl-3-cephem-3-yl]methyl-triphenyl-phosphonium iodide | HCID 88469886 | 85.1% |
Reaction Steps
To a solution of benzhydryl 7-(5-benzamido-5-benzhydryloxycarbonylpentanamido)-3-chloromethyl-3-cephem-4-carboxylate (102 g) in N,N-dimethylformamide (150 ml) were added triphenylphosphine (48.5 g) and sodium iodide (18.4 g), and the mixture was stirred at ambient temperature for 1.5 hours. The reaction mixture was added dropwise to isopropyl alcohol (5000 ml), and the precipitated material was collected by filtration and washed with diisopropyl ether to obtain [7-(5-benzamido-5-benzhydryloxycarbonylpentanamido)-4-benzhydryloxycarbonyl-3-cephem-3-yl]methyl-triphenylphosphonium iodide (123.5 g), mp 165°-175° C. (dec.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04409214 |
| Source dataset | uspto-grants-1983_10 |
| ORD ID | ord-1e2c1cdd828b48c781a7ca23566e1bb5 |
| Source note | uspto-grants-1983_10 |