HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-Chloroperbenzoic acid → HCID 67831553, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | (4-Methoxyphenyl)methyl (6R,7R)-3-(chloromethyl)-8-oxo-7-((2-phenylacetyl)amino)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate | HCID 10874591 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Sodium Thiosulfate | HCID 24477 | — |
| Product | HCID 67831553 | HCID 67831553 | 53.6% |
Reaction Steps
To an ice cold solution of 7β-phenylacetamido-3-chloromethyl-3-cephem-4-carboxylic acid p-methoxybenzyl ester (3.0 g; 6.16 mMol.) in dichloro-methane (50 ml) is added m-chloroperbenzoic acid (1.32 g: 1 Eq.), and the mixture is stirred for 1 hour under ice cooling. The reaction mixture is diluted with aqueous 5% sodium thiosulfate and extracted with dichloromethane. The extract is washed with aqueous sodium hydrogen carbonate, dried, and concentrated in vacuum to give 7β-phenylacetamido-3-chloromethyl-3-cephem-4-carboxylic acid p-methoxybenzyl ester 1-oxide (1.66 g). Yield: 53.5%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05143910 |
| Source dataset | uspto-grants-1992_09 |
| ORD ID | ord-2f9042fdc5ec462e9c778bbb568aa247 |
| Source note | uspto-grants-1992_09 |