HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 22767745, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-((Acetyloxy)methyl)-7-amino-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid | HCID 13729 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | HCID 22767773 | HCID 22767773 | — |
| Product | HCID 22767745 | HCID 22767745 | — |
Reaction Steps
p-Azidomethylphenylglycine wherein the amino group is protected with tert-butoxycarbonyl is treated with isobutyl chloroformate in the presence of triethylamine. Equimolar amounts of the thus obtained mixed anhydride and the triethylamine salt of 3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid are reacted at 0° C. for every 4 hours. The resluting product is isolated and the amine protecting group is removed by acid hydrolysis to give 3-[(acetyloxy)methyl]-7-[[2-[4-(azidomethyl)phenyl]-2-aminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04118562 |
| Source dataset | uspto-grants-1978_10 |
| ORD ID | ord-0e2a27db48654803ba8b66f2463bad46 |
| Source note | uspto-grants-1978_10 |