HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-Chloroperbenzoic acid → 2,2-dimethylpropanoyloxymethyl (6R)-3-(carbamoyloxymethyl)-7-[[(2Z)-2-methoxyimino-2-(1,3-thiazol-4-yl)acetyl]amino]-5,8-dioxo-5lambda4-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | 2-Cephem | HCID 71408069 | — |
| Reactant | 2,2-dimethylpropanoyloxymethyl (6R)-3-(carbamoyloxymethyl)-7-[[(2Z)-2-methoxyimino-2-(1,3-thiazol-4-yl)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | HCID 88638101 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 2,2-dimethylpropanoyloxymethyl (6R)-3-(carbamoyloxymethyl)-7-[[(2Z)-2-methoxyimino-2-(1,3-thiazol-4-yl)acetyl]amino]-5,8-dioxo-5lambda4-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | HCID 88637991 | — |
Reaction Steps
The product (0.2 g) obtained in Example 3, i.e. a mixture of pivaloyloxymethyl 7-[(Z)-2-methoxyimino-2-(thiazol-4-yl)acetamido]-3-carbamoyloxymethyl-3-cephem-4-carboxylate and 2-cephem isomer thereof, was dissolved in chloroform (1 ml). To this solution was added dropwise a solution of m-chloroperbenzoic acid (0.059 g) in chloroform (1 ml). The mixture was stirred for 1.5 hours at room temperature. Precipitated crystals were filtered, washed with chloroform (2 ml), and dried under reduced pressure to give the title compound (0.092 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04705784 |
| Source dataset | uspto-grants-1987_11 |
| ORD ID | ord-03d8ee6ae4d5419ea4b60c7366d3c559 |
| Source note | uspto-grants-1987_11 |