HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propylene Oxide → HCID 88835316, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propylene Oxide | HCID 6378 | — |
| Reactant | 4-Fluorobenzenesulfonyl chloride | HCID 9588 | — |
| Reactant | p-Nitrobenzyl 7-[2-(2-thienyl)acetamido]-3-hydroxy-3-cephem-4-carboxylate | HCID 70559815 | — |
| Reactant | HCID 88835879 | HCID 88835879 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | HCID 88835316 | HCID 88835316 | — |
Reaction Steps
By following the sulfonation and de-esterification procedures described in Example 4 p-nitrobenzyl 7-[2-(2-thienyl)acetamido]-3-hydroxy-3-cephem-4-carboxylate was reacted with 4-fluorobenzenesulfonyl chloride in DMAC in the presence of propylene oxide and the recovered sulfonation product, p-nitrobenzyl 7-[2-(2-thienyl)acetamido]-3-(4-fluorobenzenesulfonyloxy)-3-cephem-4-carboxylate was hydrogenated in methanol-THF over prereduced 5 percent palladium on carbon catalyst to provide the product, 7-[2-(2-thienyl)acetamido]-3-(4-fluorobenzenesulfonyloxy)-3-cephem-4-carboxylic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03985737 |
| Source dataset | uspto-grants-1976_10 |
| ORD ID | ord-9fb8932102e94f29a54cc943c07535ef |
| Source note | uspto-grants-1976_10 |