HuagongsheHuagongshe Chemistry Print Report · For research reference only
t-Butyl 2-bromo-3-bromomethyl-7-phenylacetamido-3-cephem-4-carboxylate 1-oxide → 2-Bromo-3-bromomethyl-7-phenylacetamido-3-cephem-4-carboxylic acid 1-oxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | t-Butyl 2-bromo-3-bromomethyl-7-phenylacetamido-3-cephem-4-carboxylate 1-oxide | HCID 70463952 | — |
| Reactant | t-Butyl 2-bromo-3-bromomethyl-7-formamido-3-cephem-4-carboxylate 1-oxide | HCID 88684412 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | 2-Bromo-3-bromomethyl-7-phenylacetamido-3-cephem-4-carboxylic acid 1-oxide | HCID 70463484 | 88% |
Reaction Steps
The reference compound IV in the HPLC analysis was prepared as follows: 1 g (1.8 mmol) of t-butyl 2-bromo-3-bromomethyl-7-phenylacetamido-3-cephem-4-carboxylate 1-oxide [prepared by the procedure of Step C of Example II] was dissolved in 15 ml of trifluoroacetic acid and after standing for 15 minutes at room temperature, the solution was evaporated to dryness. The residue was dissolved in methylene chloride and the solution was again evaporated to dryness. The residue was treated with diethyl ether and the product was isolated by filtration and was washed with diethyl ether and hexane to obtain 0.8 g (88% yield) of 2-bromo-3-bromomethyl-7-phenylacetamido-3-cephem-4-carboxylic acid 1-oxide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04182870 |
| Source dataset | uspto-grants-1980_01 |
| ORD ID | ord-35706c37df68464896975693e05b8575 |
| Source note | uspto-grants-1980_01 |